AI Terminal

MODULE: AI_ANALYST
Interactive Q&A, Risk Assessment, Summarization
MODULE: DATA_EXTRACT
Excel Export, XBRL Parsing, Table Digitization
MODULE: PEER_COMP
Sector Benchmarking, Sentiment Analysis
SYSTEM ACCESS LOCKED
Authenticate / Register Log In

Helmerich & Payne, Inc.

Proxy Solicitation & Information Statement Jan 21, 2020

Preview not available for this file type.

Download Source File

DEF 14A 1 a2240170zdef14a.htm DEF 14A

Use these links to rapidly review the document TABLE OF CONTENTS

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549

SCHEDULE 14A

Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. )

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Filed by the Registrant ý
Filed by a Party other than the Registrant o
Check the appropriate box:
o Preliminary Proxy Statement
o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2))
ý Definitive Proxy Statement
o Definitive Additional Materials
o Soliciting Material Pursuant to §240.14a-12

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

HELMERICH & PAYNE, INC.
(Name of Registrant as Specified In Its Charter)
(Name of Person(s) Filing Proxy Statement, if other than the Registrant)
Payment of Filing Fee (Check the appropriate box):
ý No fee required.
o Fee computed on table below per Exchange Act Rules 14a-6(i)(1) and 0-11.
(1) Title of each class of securities to which transaction applies:
(2) Aggregate number of securities to which transaction applies:
(3) Per unit price or other underlying value of transaction computed pursuant to Exchange Act Rule 0-11 (set forth the amount on which the filing fee is calculated and state how it was determined):
(4) Proposed maximum aggregate value of transaction:
(5) Total fee paid:
o Fee paid previously with preliminary materials.
o Check box if any part of the fee is offset as provided by Exchange Act Rule 0-11(a)(2) and identify the filing for which the offsetting fee was paid previously. Identify the previous filing by registration
statement number, or the Form or Schedule and the date of its filing.
(1) Amount Previously Paid:
(2) Form, Schedule or Registration Statement No.:
(3) Filing Party:
(4) Date Filed:

end of user-specified TAGGED TABLE

ZEQ.=1,SEQ=1,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=363758,FOLIO='blank',FILE='DISK126:[19ZCY2.19ZCY14102]BA14102A.;5',USER='CHE105918',CD='20-JAN-2020;16:15' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

2020 — ● March 3, 2020 12:00 p.m., Central time Boulder Towers H&P Conference Center Eleventh Floor 1437 South Boulder Avenue Tulsa, Oklahoma 74119

end of user-specified TAGGED TABLE

ZEQ.=1,SEQ=2,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=67581,FOLIO='blank',FILE='DISK121:[19ZCY5.19ZCY14105]BA14105A.;13',USER='CHE105918',CD='20-JAN-2020;16:13' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Founded in 1920, Helmerich & Payne, Inc. (NYSE: HP) is committed to delivering industry leading levels of drilling productivity and reliability. H&P operates with the highest level of integrity, safety and innovation to deliver superior results for our customers and returns for shareholders. Through its subsidiaries, H&P designs, fabricates and operates high-performance drilling rigs in conventional and unconventional plays around the world. H&P also develops and implements advanced automation, digital directional drilling and survey management technologies. We are committed to technologies and innovation that serve to unite our goals of customer value and sustainability. Our company • 299 land rigs in the U.S. • 31 international land rigs • 8 offshore platform rigs • ~8,500 employees • ~$2B in dividends paid over last 10 years • $1B in U.S fixed term contract revenue backlog Our core values • Actively C.A.R.E. • Service Attitude • Innovative Spirit • Teamwork

end of user-specified TAGGED TABLE

ZEQ.=1,SEQ=3,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=446927,FOLIO='blank',FILE='DISK121:[19ZCY5.19ZCY14105]BB14105A.;15',USER='CHE105918',CD='20-JAN-2020;16:13' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

1437 SOUTH BOULDER AVENUE TULSA, OKLAHOMA 74119

MESSAGE FROM OUR CEO

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

To our Stockholders, We entered 2019 focused on strengthening our position as the partner of choice for drilling services and related digital technology solutions for well placement and well-bore quality. Today's operating environment requires rig services and technologies that deliver repeatable quality, efficiency and safety to a customer's operation, and our innovative approach continues to provide the industry's best value solution. Financial discipline and maintaining a strong balance sheet are one of the hallmarks of the Company, and this sets us apart not only from our industry peers, but also from the wider universe of public companies. H&P has paid a cash dividend to shareholders since 1960, and this year, we are gratified that we were able to increase the annualized dividend per share for the 48 th consecutive year. Our people have always been dedicated to helping our business through the ups and downs of our industry and we know that our employees combined with our rig fleet and technology solutions are the key to our continued long-term success. At the close of fiscal year 2019, we had 218 contracted rigs, 137 of which were under a fixed term contract and 81 were working well-to-well. This compares to 259 contracted rigs at the same time during the prior year. Despite the sizeable industry pull-back experienced in fiscal 2019, the Company continued to perform efficiently achieving two significant milestones—commercialization of the industry's first autonomous drilling solution, AutoSlide SM and growing market share while maintaining pricing discipline in a challenging market. To maintain our leadership edge and generate shareholder value, we invest in our employees, communities and other stakeholders. One of our core values is striving for a culture that embraces organizational health and safety by Controlling And Removing Exposures ("C.A.R.E.") for the wellbeing of our employees. This year, 2020, is momentous for the Company in that it is our centennial year. In keeping with this milestone, we will remain focused on maintaining our position as the industry's most trusted partner in drilling productivity and technological innovation. We will also continue adapting our business model to the evolving market conditions, building on our solid financial foundation, and strategically investing in digital technology solutions that will drive value for customers, shareholders, and other stakeholders.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Sincerely,
/s/ John W. Lindsay
John W. Lindsay President and Chief Executive Officer

end of user-specified TAGGED TABLE

January 21, 2020

ZEQ.=1,SEQ=4,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=186804,FOLIO='blank',FILE='DISK121:[19ZCY5.19ZCY14105]BC14105A.;37',USER='CHE105918',CD='20-JAN-2020;16:14' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

1437 South Boulder Avenue Tulsa, Oklahoma 74119

NOTICE OF ANNUAL MEETING OF STOCKHOLDERS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

WHEN WHERE RECORD DATE
Tuesday, March 3, 2020 12:00 p.m., Central time Boulder Towers H&P Conference Center Eleventh Floor 1437 South Boulder Avenue Tulsa, Oklahoma 74119 You may vote if you were a stockholder of record as of the close of business on January 7, 2020

end of user-specified TAGGED TABLE

Notice is hereby given that the Annual Meeting of Stockholders of Helmerich & Payne, Inc. (the "Company"), will be held for the following purposes:

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Proposal — ​ Board's Voting Recommendation — ​ ➤ See page — ​
1 To elect as Directors of the Company the eleven nominees named in the attached proxy statement to serve until the Annual Meeting of Stockholders in 2021 FOR 9
• Delaney M. Bellinger • John W. Lindsay • Edward B. Rust, Jr. each
• Kevin G. Cramton • José R. Mas • Mary M. VanDeWeghe nominee
• Randy A. Foutch • Thomas A. Petrie • John D. Zeglis
• Hans Helmerich • Donald F. Robillard, Jr.
2 To ratify the appointment of Ernst & Young LLP as the Company's independent auditors for our fiscal year ending September 30, 2020 FOR 33
3 To cast an advisory vote to approve the compensation of the Company's executives disclosed in the attached proxy statement FOR 65
4 To consider and vote to approve the proposed Helmerich & Payne, Inc. 2020 Omnibus Incentive Plan FOR 66
To consider and transact any other business which properly may come before the meeting or any adjournment thereof

end of user-specified TAGGED TABLE

In accordance with the Company's Amended and Restated By-laws (the "By-laws"), the close of business on January 7, 2020, has been fixed as the record date for the determination of the stockholders entitled to notice of, and to vote at, the meeting. The stock transfer books will not close.

The Company is pleased to take advantage of the rules of the Securities and Exchange Commission (the "SEC") that allow issuers to furnish proxy materials to their stockholders on the Internet. The Company believes these rules allow it to provide you with the information you need while lowering the costs of delivery and reducing the environmental impact of the Annual Meeting. The Company is mailing to most of its stockholders a Notice of Internet Availability of Proxy Materials, rather than a paper copy of the proxy statement, proxy and

ZEQ.=1,SEQ=5,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=125734,FOLIO='blank',FILE='DISK126:[19ZCY2.19ZCY14102]BD14102A.;96',USER='CHE105918',CD='20-JAN-2020;16:15'

Table of Contents

NOTICE OF ANNUAL MEETING OF STOCKHOLDERS

2019 Annual Report to Stockholders. The notice contains instructions on how to access the proxy materials, vote and obtain, if you so desire, a paper copy of the proxy materials.

Your vote is important! Whether or not you expect to be present at the Annual Meeting, please vote as promptly as possible so that we may be assured of a quorum to transact business. You may vote by using the Internet or telephone, or by signing, dating and returning the proxy mailed to those who receive paper copies of this proxy statement. If you attend the Annual Meeting, you may revoke your proxy and vote in person.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

By Order of the Board of Directors, /s/ Debra R. Stockton Debra R. Stockton General Counsel and Corporate Secretary

end of user-specified TAGGED TABLE

Tulsa, Oklahoma January 21, 2020

IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE STOCKHOLDER MEETING TO BE HELD ON MARCH 3, 2020

This proxy statement and our 2019 Annual Report to Stockholders are available at www.proxyvote.com .

ZEQ.=2,SEQ=6,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=812682,FOLIO='blank',FILE='DISK126:[19ZCY2.19ZCY14102]BD14102A.;96',USER='CHE105918',CD='20-JAN-2020;16:15' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

TOC_END

Table of Contents

PROXY STATEMENT

Table of Contents

COMMAND=ADD_TABLEWIDTH,"100%" COMMAND=ADD_START_LINKTABLE User-specified TAGGED TABLE

1 GENERAL INFORMATION
5 EXECUTIVE OFFICERS
9 PROPOSAL 1 —ELECTION OF DIRECTORS
20 CORPORATE GOVERNANCE
29 DIRECTOR COMPENSATION IN FISCAL YEAR 2019
30 DIRECTOR COMPENSATION TABLE
32 OUTSTANDING EQUITY AWARDS AT FISCAL YEAR 2019 YEAR-END (DIRECTORS)
33 PROPOSAL 2 —RATIFICATION OF APPOINTMENT OF INDEPENDENT AUDITORS
37 COMPENSATION COMMITTEE REPORT
38 EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS
54 SUMMARY COMPENSATION TABLE
56 GRANTS OF PLAN-BASED AWARDS IN FISCAL YEAR 2019
57 OUTSTANDING EQUITY AWARDS AT FISCAL YEAR 2019 YEAR-END
58 OPTION EXERCISES AND STOCK VESTED IN FISCAL YEAR 2019
58 PENSION BENEFITS FOR FISCAL YEAR 2019

end of user-specified TAGGED TABLE COMMAND=ADD_END_LINKTABLE

COMMAND=ADD_TABLEWIDTH,"100%" COMMAND=ADD_START_LINKTABLE User-specified TAGGED TABLE

60 NONQUALIFIED DEFERRED COMPENSATION FOR FISCAL YEAR 2019
62 POTENTIAL PAYMENTS UPON CHANGE-IN-CONTROL
63 PAY RATIO DISCLOSURE
64 DELINQUENT SECTION 16(A) REPORTS
64 SUMMARY OF ALL EXISTING EQUITY COMPENSATION PLANS
65 PROPOSAL 3 —ADVISORY VOTE ON EXECUTIVE COMPENSATION
66 PROPOSAL 4— APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN
78 SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS
79 SECURITY OWNERSHIP OF DIRECTORS AND MANAGEMENT
81 ADDITIONAL INFORMATION
A-1 APPENDIX A— HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

end of user-specified TAGGED TABLE COMMAND=ADD_END_LINKTABLE

2020 Proxy Statement | i

ZEQ.=1,SEQ=7,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=137802,FOLIO='i',FILE='DISK126:[19ZCY2.19ZCY14102]BG14102A.;33',USER='CHE105918',CD='20-JAN-2020;16:15' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

1437 South Boulder Avenue Tulsa, Oklahoma 74119

PROXY STATEMENT

ZEQ.=1,SEQ=8,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=647223,FOLIO='blank',FILE='DISK126:[19ZCY2.19ZCY14102]BI14102A.;8',USER='CHE105918',CD='20-JAN-2020;16:15' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

GENERAL INFORMATION

As a stockholder of Helmerich & Payne, Inc., you are invited to attend the Annual Meeting of Stockholders on March 3, 2020 (the "Annual Meeting") and vote on the items of business described in this proxy statement. The proxy is being solicited by and on behalf of the Board of Directors (the "Board of

Directors" or the "Board") of Helmerich & Payne, Inc., and will be voted at the Annual Meeting. Throughout this proxy statement, Helmerich & Payne, Inc. is referred to as the "Company," "we," "our" or "us."

Important Notice of Electronic Availability of Materials

As permitted by the rules of the SEC, we are making our 2019 Annual Report to Stockholders and this proxy statement available to stockholders electronically via the Internet at the following website: www.proxyvote.com. Most stockholders will not receive printed copies of the proxy materials unless they request them. Instead, a Notice of Internet Availability of Proxy Materials ("Notice"), which was mailed to most of our stockholders, explains how you may access and review the proxy materials and how you may submit

your proxy on the Internet. If you received the Notice, you will not receive a printed copy of the proxy materials unless you request it by following the instructions for requesting such materials contained in the Notice. Stockholders who requested paper copies of proxy materials or previously elected to receive proxy materials electronically did not receive the Notice and are receiving the proxy materials in the format requested. The Notice and the proxy materials are first being made available to our stockholders on or about January 21, 2020.

Annual Meeting Information

Our Annual Meeting will be held at:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

WHEN WHERE RECORD DATE
Tuesday, March 3, 2020 12:00 p.m., Central time Boulder Towers H&P Conference Center Eleventh Floor 1437 South Boulder Avenue Tulsa, Oklahoma 74119 You may vote if you were a stockholder of record as of the close of business on January 7, 2020

end of user-specified TAGGED TABLE

Directions to the meeting can be obtained by calling our Investor Relations department at (918) 742-5531.

Attendance

If your shares are registered directly in your name with the Company's transfer agent, you are considered a "stockholder of record." If your shares are held in a brokerage account, by a trustee or by another nominee, you are considered a "beneficial owner" of those shares. Only stockholders of record or beneficial owners of the Company's common shares may attend the meeting in person. If you are a stockholder of record, you may be asked to present proof of identification, such as a driver's license.

Beneficial owners must also present evidence of share ownership, such as a recent brokerage account or bank statement. All attendees must comply with our standing rules, which will be distributed upon entrance to the Annual Meeting. Even if you plan to attend the Annual Meeting, we recommend that you also vote by proxy as described in this proxy statement so that your vote will be counted if you later decide not to attend the Annual Meeting.

2020 Proxy Statement | 1

ZEQ.=1,SEQ=9,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=804929,FOLIO='1',FILE='DISK126:[19ZCY2.19ZCY14102]CA14102A.;84',USER='CHE105918',CD='20-JAN-2020;16:15'

Table of Contents

GENERAL INFORMATION

Items of Business at Annual Meeting

The Items of business scheduled to be voted on at the Annual Meeting are:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Proposal — ​ Board's Voting Recommendation — ​
1 The election of the eleven nominees named in this proxy statement as Directors of the Company FOR
• Delaney M. Bellinger • John W. Lindsay • Edward B. Rust, Jr. each
• Kevin G. Cramton • José R. Mas • Mary M. VanDeWeghe nominee
• Randy A. Foutch • Thomas A. Petrie • John D. Zeglis
• Hans Helmerich • Donald F. Robillard, Jr.
2 The ratification of the appointment of Ernst & Young LLP as our independent auditors for our fiscal year ending September 30, 2020 FOR
3 The advisory vote on executive compensation FOR
4 The vote to approve the Helmerich & Payne, Inc. 2020 Omnibus Incentive Plan FOR

end of user-specified TAGGED TABLE

We will also consider any other business that properly comes before the Annual Meeting.

Board Recommendation on Voting

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Our Board of Directors recommends that you vote your shares FOR the eleven Director nominees identified under Proposal 1, and FOR Proposals 2, 3 and 4.

end of user-specified TAGGED TABLE

Voting Information

Record Date and Quorum

The holders of a majority of our outstanding common stock entitled to vote at the Annual Meeting must be present in person or by proxy for the transaction of business. This is called a "quorum." Abstentions and broker non-votes (as defined below) will be counted as present for purposes of determining the presence of a quorum at the meeting. At the close of business on January 7, 2020, there were 109,604,218 issued and outstanding shares of our common stock, the holders of which are entitled to one vote per share on all matters. We have no other class of securities entitled to vote at the meeting. Only stockholders of record at the close of business on January 7, 2020, will be entitled to vote at the Annual Meeting.

Submitting Voting Instructions for Shares Held in Your Name (i.e., You are a Stockholder of Record)

You may vote your shares of common stock by telephone or over the Internet, which saves the Company money, or by completing, signing and returning a proxy. A properly submitted proxy will be voted in accordance with your instructions unless you subsequently revoke your instructions. If you submit a signed proxy without indicating your vote, the person voting the proxy will vote your shares according to the Board's recommendation with respect to Proposals 1, 2, 3 and 4 ( i.e. , FOR the eleven Director nominees identified in this proxy statement, and FOR Proposals 2, 3 and 4).

2 | 2020 Proxy Statement

ZEQ.=2,SEQ=10,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=585733,FOLIO='2',FILE='DISK126:[19ZCY2.19ZCY14102]CA14102A.;84',USER='CHE105918',CD='20-JAN-2020;16:15'

Table of Contents

GENERAL INFORMATION

Submitting Voting Instructions for Shares Held in Street Name (i.e., You are the Beneficial Owner of Your Shares)

If you are a beneficial owner of shares, you must follow the instructions you receive from your broker or other organization holding your shares on your behalf. If you want to vote in person, you must obtain a legal proxy from your broker and bring it to the Annual Meeting . If you do not submit voting instructions to the organization that holds your shares on your behalf, that organization may still be permitted to vote your shares. Under applicable New York Stock Exchange ("NYSE") rules, the organization that holds your shares may generally vote on routine matters. Proposal 2, the ratification of the appointment of the Company's independent auditors, is a routine matter. However, absent specific instructions from beneficial owners, brokers may not vote for non-routine matters. Proposal 1, the election of Directors, Proposal 3, the advisory vote on executive compensation, and Proposal 4, the vote to approve the Helmerich & Payne, Inc. 2020 Omnibus Incentive Plan, are non-routine matters. Such shares that are considered present at the Annual Meeting, but not voted by the broker with respect to Proposals 1, 3 and 4, are referred to herein as "broker non-votes."

Revoking Your Proxy

Any stockholder giving a proxy may revoke it at any time by submission of a later dated proxy or subsequent Internet or telephonic proxy. Stockholders who attend the Annual Meeting may revoke any proxy previously granted and vote in person by written ballot.

Voting Requirements

The election of Directors will require the affirmative vote of a majority of the votes cast by the shares of common stock voting in person or by proxy at the Annual Meeting. A majority of the votes cast means that the number of shares voted FOR a Director must exceed the number of shares voted AGAINST that Director. As a result, abstentions and broker non-votes will not affect the outcome of the election

of Directors. Any Director who receives a greater number of votes AGAINST his or her election than votes FOR such election will tender his or her resignation to the Board of Directors in accordance with our Corporate Governance Guidelines. The Nominating and Corporate Governance Committee will consider the resignation and recommend to the Board of Directors whether to accept or reject the resignation. The Board of Directors will consider all factors it deems relevant, make a determination and publicly disclose its decision within 120 days following the date of the Annual Meeting.

With regard to Proposals 2, 3 and 4, the affirmative vote of a majority of shares of common stock present in person or by proxy at the Annual Meeting and entitled to vote at the Annual Meeting is required for approval. As a result, abstentions will have the same effect as a vote AGAINST Proposals 2, 3 and 4. A broker non-vote is not considered a share entitled to vote on the particular matter. Therefore, even though broker non-votes are counted in determining a quorum, with respect to Proposals 3 and 4, broker non-votes are excluded from the denominator in determining whether affirmative votes represented a majority of those present and entitled to vote at the Annual Meeting and will not affect the outcome of Proposal 3 or 4.

Each outstanding share of our common stock will be entitled to one vote on each matter considered at the meeting. With regard to Proposal 1, the election of Directors, stockholders may vote FOR or AGAINST a Director nominee or abstain from voting on a Director nominee. The proxies executed and returned (or delivered via telephone or over the Internet) can be voted only for the named nominees. With regard to Proposal 2, ratification of the appointment of the Company's independent auditors, Proposal 3, the advisory vote on executive compensation, and Proposal 4, the vote to approve the Helmerich & Payne, Inc. 2020 Omnibus Incentive Plan, a stockholder may vote FOR or AGAINST the matter or abstain from voting on the matter.

Vote Tabulation and Results

Broadridge Financial Solutions, Inc. ("Broadridge") will tabulate all votes which are received prior to the date of the Annual Meeting. We have appointed two employee inspectors to receive Broadridge's tabulation, to tabulate all other votes, and to certify

the voting results. We intend to publish the final results of each Proposal in a Current Report on Form 8-K to be filed with the SEC within four business days of the Annual Meeting.

2020 Proxy Statement | 3

ZEQ.=3,SEQ=11,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=549814,FOLIO='3',FILE='DISK126:[19ZCY2.19ZCY14102]CA14102A.;84',USER='CHE105918',CD='20-JAN-2020;16:15'

Table of Contents

GENERAL INFORMATION

Solicitation of Proxies

The cost of this solicitation will be paid by us. In addition, arrangements may be made with brokerage houses and other custodians, nominees, and fiduciaries to send proxies and proxy materials to their principals. Solicitation of proxies may be made

by mail, telephone, personal interviews or by other means by our officers and employees who will not receive additional compensation for solicitation activities.

Other Matters

As of this date, management of the Company knows of no business which will come before the Annual Meeting other than that set forth in the notice of the

meeting. If any other matter properly comes before the meeting, the persons named as proxies will vote on it in accordance with their best judgment.

4 | 2020 Proxy Statement

ZEQ.=4,SEQ=12,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=29445,FOLIO='4',FILE='DISK126:[19ZCY2.19ZCY14102]CA14102A.;84',USER='CHE105918',CD='20-JAN-2020;16:15' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

EXECUTIVE OFFICERS

The following table sets forth the names and ages of our executive officers, together with the positions and offices held by such executive officers with the Company. Except as noted below, all positions and offices held are with the Company. Officers are

elected to serve until the meeting of the Board of Directors following the next Annual Meeting of Stockholders and until their successors have been duly elected and qualified or until their earlier resignation or removal.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

NEO JOHN W. LINDSAY 59 President and Chief Executive Officer since March 2014 Director since September 2012 Prior Positions • President and Chief Operating Officer from September 2012 to March 2014 • Executive Vice
President and Chief Operating Officer from 2010 to September 2012 • Executive Vice President, U.S. and International Operations of Helmerich & Payne International Drilling Co. from 2006 to September 2012 • Vice President of U.S. Land Operations of Helmerich & Payne International Drilling Co. from 1997 to 2006
NEO MARK W. SMITH 49 Senior Vice President and Chief Financial Officer since December 2019 Prior Positions • Vice President and Chief Financial Officer from June 2018 to December 2019 • Chief
Financial Officer Designate from May 2018 to June 2018 • Senior Vice President and Chief Financial Officer of Atwood Oceanics, Inc., an offshore drilling company, from June 2015 to October 2017 • Vice President, Chief
Accounting Officer of Atwood Oceanics, Inc. from May 2014 to June 2015 • Vice President, Corporate Services of Atwood Oceanics, Inc. from August 2011 to May 2014
NEO ROBERT L. STAUDER 57 Senior Vice President and Chief Engineer of Helmerich & Payne International
Drilling Co. since January 2012 Prior Positions • Vice President and Chief Engineer of Helmerich & Payne International Drilling Co. from
July 2010 to January 2012 • Vice President, Engineering of Helmerich & Payne International Drilling Co. from 2006 to July 2010
NEO CARA M. HAIR 43 Vice President, Corporate Services and Chief Legal and Compliance Officer since August 2017 Prior Positions • Vice President, General Counsel and Chief Compliance Officer from March 2015 to August 2017 • Deputy General Counsel from June 2014 to March 2015 • Senior Attorney from January 2013 to June 2014 • Attorney from 2006 to January
2013

end of user-specified TAGGED TABLE

2020 Proxy Statement | 5

ZEQ.=1,SEQ=13,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=374916,FOLIO='5',FILE='DISK126:[19ZCY2.19ZCY14102]DA14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE OFFICERS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

NEO JOHN R. BELL 49 Vice President, Helmerich & Payne International Holdings and Helmerich & Payne
Offshore since August 2017 Prior Positions • Vice President, Corporate Services from January 2015 to August 2017 • Vice President of Human Resources from March 2012 to January 2015 • Director of Human Resources from July 2002 to March 2012
TODD W. BENSON 45 President, Helmerich & Payne Technologies since October 2018 Prior Positions • President of Motive Drilling Technologies, Inc., a Helmerich & Payne subsidiary
company, from June 2017 to October 2018 • President and Chief Executive Officer of Motive Drilling Technologies, Inc., a drilling technology company, from February 2016 to June 2017 • Vice President of Hunt
Advanced Drilling Technologies, a drilling technology company, from 2013 to February 2016
WADE W. CLARK 55 Vice President, U.S. Land of Helmerich & Payne International Drilling Co. since August 2017 Prior Positions • Regional Vice President, U.S. Land of Helmerich & Payne International Drilling Co.
from July 2012 to August 2017 • Vice President, North Region U.S. Land Operations of Helmerich & Payne International Drilling Co. from March 2008 to July 2012
MICHAEL P. LENNOX 39 Vice President, U.S. Land of Helmerich & Payne International Drilling Co. since August 2017 Prior Positions • District Manager of Helmerich & Payne International Drilling Co. from December 2012 to
August 2017

end of user-specified TAGGED TABLE

6 | 2020 Proxy Statement

ZEQ.=2,SEQ=14,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=892500,FOLIO='6',FILE='DISK126:[19ZCY2.19ZCY14102]DA14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE OFFICERS

SOCIAL RESPONSIBILITY

At Helmerich & Payne, we safely provide performance-driven drilling services that make drilling for oil and natural gas safer, more efficient and less impactful on the environment.

To be successful, we need to be leaders in

innovation, technology, cost competitiveness, safety, customer service, relationship tending, and reputation management. To maintain this leadership and generate stockholder value, we invest in our employees, customers, communities, and other stakeholders in ways described here:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

ENVIRONMENT SOCIAL GOVERNANCE
Drilling Solutions • Many of our customers operate in regions that have stringent safety and environmental laws and regulations. Our expertise helps our customers meet, and often exceed, these
standards as well as their own and our own standards including by: o Applying industry-accepted environmental best practices; o Minimizing rig physical footprints, and using technology to configure drilling rigs, where appropriate, for space efficient multi-well pads, all to minimize the impact on the
environment in which we operate; o Conversion of many of our rigs to allow partial substitution of cleaner burning natural gas as a fuel source; o Upgrading our drilling rig fleet to utilize AC/VFD power and control systems that are more energy efficient and have significantly lower noise levels as compared to
silicon-controlled rectifier rigs and mechanical drilling rigs; and o Using a variety of recycling and other initiatives in our facilities and operations to
minimize waste. Technologies • We believe technology will be a key driver of our business going forward. We are already a leader in
utilizing data to drive design and performance, and we are making the investments required to ensure we remain at the forefront of the industry's digital evolution. • Our technological expertise helps
reduce the surface footprint of our customer's operations, enabling them to produce more energy per acre of land impacted. At sites where biodiversity management is critical for our customers, having a small footprint is important. • Smaller footprints help reduce impacts on local communities, both directly via the reduction of acres affected, and indirectly by reducing the number of employees required, thus reducing the impacts on local infrastructure (including via
reduced traffic). Safety • During 2019, over 96% of our Rig Managers and Drillers received in-field coaching from a Safety Leadership Coach. • During 2019, we held 67 workshops as part of our Actively Controlling And Removing Exposures
("Actively C.A.R.E.") program. • Since our Actively C.A.R.E. program was launched in 2016, employees have submitted over 28,000 instances of safety conscious behavior for recognition. • According to
our internal statistics, derived from self-reporting by employees, since launching our Driving Safety campaign in 2017, the rate of seatbelt usage among our employees has nearly doubled. Culture, Training and Development • We provide our employees continuous, year-round development through e-learning and instructor-led training. • During 2019, internal facilitators
conducted an average of two organizational health sessions per week with teams across the Company. Diversity and Inclusion • We know
diversity and inclusion not only benefits our customers, it also makes our Company stronger. By bringing together experts from varying backgrounds, cultures and industries, we are able to create and deliver increasingly innovative solutions for our
customers. We strive to provide superior performance by creating an environment where employees feel welcome, included and have opportunities to grow. Community Helmerich & Payne and our people make a real difference in the communities where we live and work. Here are a few
examples of the organizations and causes we support: United Way We raise money for the United Way through employee donations, matching donations from the Company, volunteer events and fundraisers. This effort will go a long way in supporting our community and neighbors. We expect corporate, professional and personal responsibility from all of our employees and compliance with high ethical standards to achieve operational excellence. In addition to the corporate governance oversight provided by the Board and its
committees, management observes and enforces our Code of Business Conduct and Ethics described on our website at www.hpinc.com. Governance Structures • During 2019, the Board amended the Company's Corporate Governance Guidelines to provide that in the event that the Chairman of the Board is not an independent director then the
independent directors will annually elect an independent director to serve as lead director. • We do not maintain a classified Board. • We permit shareholder proxy access
for director nominations as described on page 81. Risk Management • Our Board and its committees seek
to monitor the various types of risk facing the Company. • Our Board consists of individuals with diversity of perspectives and experiences intended to promote comprehensive consideration of issues facing the Company.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 7

ZEQ.=3,SEQ=15,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=230149,FOLIO='7',FILE='DISK126:[19ZCY2.19ZCY14102]DA14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE OFFICERS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

ENVIRONMENT SOCIAL GOVERNANCE
The H&P Way Fund Our employees contribute to support coworkers affected by personal emergencies, medical emergencies and home
disasters/natural catastrophes. All employee donations are matched by the Company dollar-for-dollar. American Heart Association Heart
Walk Our employees raised funds to support American Heart Association's mission to fight against heart disease and stroke.

end of user-specified TAGGED TABLE

➤ Our sustainability commitment is reflected in our Sustainability disclosures which can be accessed electronically under the "Governance" section of our website at www.hpinc.com/governance/sustainability-statement . Please note that the information presented on our website is not part of our proxy solicitation materials.

8 | 2020 Proxy Statement

ZEQ.=4,SEQ=16,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=53793,FOLIO='8',FILE='DISK126:[19ZCY2.19ZCY14102]DA14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

At the Annual Meeting, eleven Directors are to be elected for terms of one year each. One Director has joined the Board of Directors since our last Annual Meeting of Stockholders; Ms. Mary M. VanDeWeghe, who was appointed to the Board of Directors on June 5, 2019 and will stand for election at the 2020 Annual Meeting, was identified by a third-party search firm engaged by the Nominating and Corporate Governance Committee (referred to in this section as the "NCG Committee") to assist in identifying potential Directors.

All incumbent Directors are standing for re-election. All nominees have agreed to be named in this proxy statement and have indicated a readiness to continue to serve if elected. The NCG Committee has determined that each of the nominees qualifies for election under its criteria for evaluation of directors and has recommended that each of the candidates be nominated for election. If any nominee becomes unable to serve prior to the Annual Meeting, shares represented by proxy may be voted for a substitute

designated by the Board of Directors, unless a contrary instruction is noted on the proxy. The Board of Directors has no reason to believe that any of the nominees will become unavailable. As detailed under "Additional Information Concerning the Board of Directors—Director Independence" below, the Board of Directors has affirmatively determined that each of the nominees, other than Messrs. Helmerich and Lindsay, qualifies as "independent" as that term is defined under the rules of the NYSE and the SEC, as well as our Corporate Governance Guidelines.

Directors are required by our By-laws to be less than age 72 when elected or appointed. The Board may waive the age limit for directors whose continued service is deemed uniquely important to the Company. The Board has waived the age limits for Thomas A. Petrie and John D. Zeglis because of the valuable perspective that their service brings to the Board.

Director Identification, Evaluation, and Nomination

GENERAL PRINCIPLES AND PROCEDURES

We believe that the continuing service of qualified incumbents promotes stability and continuity in the boardroom, contributing to the Board's ability to work as a collective body, while giving us the benefit of familiarity and insight into our affairs that our Directors have accumulated during their tenure. Accordingly, the process for identifying nominees reflects our practice of re-nominating incumbent Directors who continue to satisfy the NCG Committee's criteria for membership on the Board and the eligibility requirements of our By-laws, whom the NCG Committee believes continue to make important contributions to the Board, and who consent to continue their service on the Board.

In general, and as more fully outlined in the Corporate Governance Guidelines, in considering

candidates for election at annual meetings of stockholders, the NCG Committee will:

If the NCG Committee determines that (i) an incumbent Director consenting to re-nomination continues to be qualified and has satisfactorily

2020 Proxy Statement | 9

ZEQ.=1,SEQ=17,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=967894,FOLIO='9',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

performed his or her duties as Director during the preceding term, and (ii) there exists no reason, including considerations relating to the composition and functional needs of the Board as a whole, why in the NCG Committee's view the incumbent Director should not be re-nominated, then the NCG Committee will, absent special circumstances, propose the incumbent Director for re-election.

The NCG Committee will identify and evaluate new candidates for election to the Board where it identifies a need to do so, including for the purpose of filling vacancies or a decision of the Directors to expand the size of the Board. The NCG Committee will solicit recommendations for nominees from persons that the NCG Committee believes are likely to be familiar with qualified candidates. The NCG Committee may also determine to engage a professional search firm to assist in identifying qualified candidates.

As to each recommended candidate that the NCG Committee believes merits consideration, the NCG Committee will:

Based on all available information and relevant considerations, the NCG Committee will select and recommend to the Board a candidate who, in the view of the NCG Committee, is most suited for membership on the Board.

STOCKHOLDER RECOMMENDATIONS

The NCG Committee considers recommendations for Director candidates submitted by holders of our shares entitled to vote generally in the election of Directors. Candidates for Director who are properly recommended by our stockholders will be evaluated in the same manner as any other candidate for Director. In addition, the NCG Committee may consider the number of shares held by the recommending stockholder and the length of time such shares have been held.

For each annual meeting of stockholders, the NCG Committee will accept for consideration only one recommendation from any stockholder or affiliated group of stockholders. The NCG Committee will only consider recommendations of nominees for Director who satisfy the minimum qualifications prescribed by our Corporate Governance Guidelines and the eligibility requirements of our By-laws. For a stockholder recommended candidate to be considered by the NCG Committee, the stockholder

recommendation must be submitted in writing before our fiscal year-end to

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Helmerich & Payne, Inc. Attention: Corporate Secretary 1437 South Boulder Avenue Suite 1400 Tulsa, Oklahoma 74119

end of user-specified TAGGED TABLE

and must include the reasons for the recommendation, a description of the candidate's qualifications and the candidate's written consent to being considered as a Director nominee, together with a statement of the number of shares of our stock beneficially owned by the stockholder making the recommendation and by any other supporting stockholders (and their respective affiliates). The NCG Committee may require the stockholder submitting the recommendation or the recommended candidate to furnish such other information as the NCG Committee may reasonably request.

10 | 2020 Proxy Statement

ZEQ.=2,SEQ=18,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=415369,FOLIO='10',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

STOCKHOLDER NOMINATIONS

Our By-laws provide that stockholders meeting certain requirements may nominate persons for election to the Board of Directors if such stockholders comply with the procedures set forth in our By-laws.

➤ For more information on stockholder nominations, see Additional Information—Stockholder Proposals and Nominations on page 81.

Director Qualification Standards

All persons nominated to serve as one of our Directors should possess the following minimum qualifications more fully discussed in our Corporate Governance Guidelines. Specifically, all candidates:

The NCG Committee will also ensure that:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

at least a majority of the Directors serving at any time on the Board are independent, as defined under the rules of the NYSE and applicable law;

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

all Audit Committee members are independent and satisfy the financial literacy requirements required for service on the Audit Committee under the rules of the NYSE; and

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

at least some of the independent Directors have experience as senior executives of a public or substantial private company.

end of user-specified TAGGED TABLE

Our Corporate Governance Guidelines also provide, in lieu of a formal diversity policy, that as part of the nomination process, the NCG Committee will consider diversity in professional background, experience, expertise, perspective, age, gender, and ethnicity with respect to Board composition as a whole. With respect to diversity, we place particular emphasis on identifying candidates whose experiences and talents complement and augment those of other Board members with respect to matters of importance to the Company. We attempt to balance the composition of the Board to promote comprehensive consideration of issues. Our current Board composition achieves this through widely varying levels and types of business and industry experience among current Board members. We monitor the composition and functioning of our Board and committees through both an annual review of our Corporate Governance Guidelines and a self-evaluation process undertaken each year by our Directors.

The foregoing qualification attributes are only threshold criteria, however, and the NCG Committee will also consider the contributions that a candidate can be expected to make to the collective functioning of the Board based upon the totality of the candidate's credentials, experience, and expertise, the composition of the Board at the time, and other relevant circumstances.

2020 Proxy Statement | 11

ZEQ.=3,SEQ=19,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=831577,FOLIO='11',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

Director Nominees

The information that follows, including principal occupation or employment for the past five or more years and a summary of each individual's experience, qualifications, attributes or skills that have led to the conclusion that each individual should serve as a Director in light of our current business and structure, is furnished with respect to each Director nominee.

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

DELANEY M. BELLINGER Director since 2018
DIRECTOR • Age 61 COMMITTEES • Audit • Nominating and Corporate Governance CAREER HIGHLIGHTS • Ms. Bellinger served as the Chief Information Officer for Huntsman Corporation, a global manufacturer and marketer of differentiated chemicals, from 2016 to 2018. • Prior to her role at Huntsman, she was the Chief Information Officer for EP Energy, an exploration and production company in Houston, Texas. • Before joining EP Energy, she was the Chief Information Officer for YUM! Brands, Inc., formerly Tricon Global Restaurants, for 10 years. • Prior to joining YUM! Brands, Ms. Bellinger held technical development, account management, as well as sales and consulting positions during her 13-year career with EDS following her Drilling Engineer position with
ExxonMobil. • Ms. Bellinger has served on the Board of Directors for the Women's Foodservice Forum. • She was the Chair of the National Retail Federation Chief Information Officers Board, and served on the Board of The Parish School. • She is currently on the non-profit Board for TicKids and The Advisory Board of The Gateway Academy in Houston, Texas. EDUCATION Ms. Bellinger
holds a Bachelor of Engineering in Civil Engineering from Vanderbilt University. KEY QUALIFICATIONS AND EXPERTISE The Board believes that Ms. Bellinger provides significant insight and guidance to the Board and the Company as a result of her experience in the oil and gas
industry and expertise as a Chief Information Officer.

end of user-specified TAGGED TABLE

12 | 2020 Proxy Statement

ZEQ.=4,SEQ=20,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=226731,FOLIO='12',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

KEVIN G. CRAMTON Director since 2017
DIRECTOR • Age 60 COMMITTEES • Audit • Nominating and Corporate Governance CAREER HIGHLIGHTS • Mr. Cramton has been an operating partner at HCI Equity Partners, a private equity firm headquartered in Washington, D.C., since 2016. • Since 2019,
he has served as Chief Executive Officer of Tribar Technologies, Inc., a leading designer and manufacturer of automotive trim components. • He previously served
as Executive Chairman of the Board of Atlantix Global Systems, a leading reseller of IT hardware and services, from 2016 to 2017. • Mr. Cramton served from 2012
to 2015 as the Chief Executive Officer of Cardone Industries, the largest remanufacturer of automotive aftermarket components. • Mr. Cramton served from 2011
to 2012 as Chief Executive Officer of Revstone Industries, a major supplier of highly engineered automotive components, and from 2007 to 2011 as Managing Director of RHJ International (Ripplewood Holdings), a publicly-traded, investment holding
company. • Mr. Cramton has served on various company boards, both public and private, and worked in various management positions during a
20-year career at Ford Motor Company. EDUCATION Mr. Cramton
holds a Bachelor of Arts in Business Administration and a Master of Business Administration in Finance degree from Michigan State University. KEY QUALIFICATIONS AND EXPERTISE The Board believes that Mr. Cramton's diverse global business experience, including his chief
executive officer experience, enables him to provide the Board and the Company with valuable input and guidance.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 13

ZEQ.=5,SEQ=21,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=53429,FOLIO='13',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

RANDY A. FOUTCH Director since 2007
LEAD DIRECTOR • Age 68 COMMITTEES • Human Resources • Nominating and Corporate Governance CAREER HIGHLIGHTS • In
2006, Mr. Foutch founded Laredo Petroleum, Inc., a publicly-traded, Mid-Continent focused oil and natural gas exploration and production company, where he served as Chief Executive Officer from 2006 to 2019 and where he continues to serve
as a Director and Chairman of the Board. • He founded and served in executive roles with Colt Resources Corp., Latigo Petroleum, Inc. and Lariat Petroleum,
Inc. prior to their sales. • He served as a Director of Bill Barrett Corporation from 2006 to 2011, MacroSolve, Inc. from 2006 to 2008 and
Cheniere Energy, Inc. from 2013 to 2015. • Mr. Foutch also serves on several nonprofit and private industry boards. • Mr. Foutch has received an E&Y Entrepreneur of the Year Award in 2012, a Distinguished Graduate Award by Leadership Oklahoma in 2011 and the American Association of
Petroleum Geologists' Public Service Award. EDUCATION Mr. Foutch holds
a Bachelor of Science degree in Geology from the University of Texas and a Master of Science degree in Petroleum Engineering from the University of Houston. KEY QUALIFICATIONS AND EXPERTISE As a result of Mr. Foutch's service as a chief executive officer and in other
executive positions and as a director of several oil and gas exploration and development companies, the Board believes that he provides valuable business, leadership and management experience and insights into many aspects of the oil, natural gas and
contract drilling industries. The Board believes Mr. Foutch's background provides the necessary expertise to serve as Chairman of the Nominating and Corporate Governance Committee of the Board and as the Company's Lead Director.

end of user-specified TAGGED TABLE

14 | 2020 Proxy Statement

ZEQ.=6,SEQ=22,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=185793,FOLIO='14',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

HANS HELMERICH Chairman of the Board since 2012
CHAIRMAN OF THE BOARD OF DIRECTORS • Age 61 COMMITTEES • None CAREER HIGHLIGHTS • Mr. Helmerich has been a Director of the Company since 1987. • He served as Chief Executive
Officer of the Company from 1989 to 2014 and President from 1987 to 2012. • Mr. Helmerich has been a
Director of Cimarex Energy Co., a publicly-traded energy exploration and production company, since 2002. • He has been a Trustee of The
Northwestern Mutual Life Insurance Company since 2006. • He was a Director of Atwood Oceanics, Inc. from 1989 to 2017. EDUCATION Mr. Helmerich is
a graduate of Dartmouth College and completed the Harvard Business School Program for Management Development. KEY QUALIFICATIONS AND
EXPERTISE The Board believes that Mr. Helmerich brings to the Board in-depth experience as a business executive in the contract drilling
industry. For over 25 years, Mr. Helmerich provided continuity of leadership and strategic vision which resulted in the Company's significant growth and outstanding performance.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

JOHN W. LINDSAY Chief Executive Officer since 2014 President since 2012
DIRECTOR, CHIEF EXECUTIVE OFFICER AND PRESIDENT, HELMERICH & PAYNE, INC. • Age 59 COMMITTEES • None CAREER HIGHLIGHTS • Mr.
Lindsay has been President of the Company since 2012 and Chief Executive Officer of the Company since 2014. • He has been a Director of the
Company since 2012. • Mr. Lindsay joined the Company in 1987 and has served in various positions, including Vice President, U.S. Land Operations from 1997 to
2006, Executive Vice President, U.S. and International Operations of Helmerich & Payne International Drilling Co., from 2006 to 2010, Executive Vice President and Chief Operating Officer of the Company from 2010 to 2012, and President and Chief
Operating Officer of the Company from 2012 to 2014. • Mr. Lindsay has served as a Director of Arcosa, Inc., a publicly-traded company, since
2018 EDUCATION Mr. Lindsay holds a
Bachelor of Science degree in Petroleum Engineering from the University of Tulsa. KEY QUALIFICATIONS AND EXPERTISE The Board believes that Mr. Lindsay brings to the Board and the Company significant knowledge and experience in the contract drilling industry. He provides a
management representative on the Board with extensive knowledge of our day-to-day operations which facilitates the Board's oversight of management's strategy, planning and performance.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 15

ZEQ.=7,SEQ=23,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=147464,FOLIO='15',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

JOSÉ R. MAS Director since 2017
DIRECTOR • Age 48 COMMITTEES • Human Resources • Nominating and Corporate Governance CAREER HIGHLIGHTS • Mr. Mas has served as the Chief Executive Officer of MasTec, Inc., a leading infrastructure construction company operating primarily throughout North America across a range of industries, since April 2007. • He joined MasTec, Inc. in 1992 and has been a member of MasTec, Inc.'s Board of Directors since 2001. • MasTec, Inc.'s primary activities include the engineering, building, installation, maintenance and upgrade of energy, utility, and communications infrastructure. • He previously served on the Boards of Neff Rental for six years and the United States Hispanic Chamber of Commerce for three years. • Mr. Mas was awarded the Ernst & Young National Entrepreneur of the year award in 2011 and in 2012. EDUCATION Mr. Mas holds a
Bachelor of Business Administration and a Master of Business Administration from the University of Miami. KEY QUALIFICATIONS AND
EXPERTISE As a result of his service as a chief executive officer and Director of a publicly-traded corporation, the Board believes that Mr. Mas
provides the Board and the Company with meaningful knowledge and perspective on a wide variety of matters.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

THOMAS A. PETRIE Director since 2012
DIRECTOR • Age 74 COMMITTEES • Human Resources • Nominating and Corporate Governance CAREER HIGHLIGHTS • Mr. Petrie has served as the Chairman of Petrie Partners, LLC, a Denver-based investment banking firm that offers financial advisory services to the oil and gas industry, since 2012. • In 1989, he co-founded Petrie Parkman & Co. and served as its Chairman and Chief Executive Officer from 1989 to 2006. • Mr. Petrie served as a Vice Chairman of Merrill Lynch following the merger of Petrie Parkman & Co. with Merrill Lynch in 2006 until 2009. • Mr. Petrie also served until 2012 as Vice Chairman of Bank of America following Bank of America's acquisition of Merrill Lynch in 2009. • Mr. Petrie has been an active advisor on more than $250 billion of energy-related mergers and acquisitions. EDUCATION Mr. Petrie holds
a Bachelor of Science degree from the United States Military Academy at West Point and a Master of Science degree in Business Administration from Boston University. KEY QUALIFICATIONS AND EXPERTISE The Board believes that Mr. Petrie's significant financial and energy
industry experience enables him to provide valuable input and guidance into many aspects of the oil and gas industry.

end of user-specified TAGGED TABLE

16 | 2020 Proxy Statement

ZEQ.=8,SEQ=24,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=427314,FOLIO='16',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

DONALD F. ROBILLARD, JR. Director since 2012
DIRECTOR • Age 68 COMMITTEES • Audit • Nominating and Corporate Governance CAREER HIGHLIGHTS • A
34-year employee of Hunt Oil and Hunt Consolidated, a private international company with interests in oil and gas exploration and production, refining, real estate development, private equity investments and land, Mr. Robillard served as
Executive Vice President, Chief Financial Officer and Chief Risk Officer of Hunt Consolidated, as well as a Director of both companies, from July 2015 until his retirement on January 31, 2017. • Prior to 2015, Mr. Robillard served as a financial officer of Hunt Consolidated, Inc. and/or its subsidiaries since 1992. • He was also CEO and Chairman of ES Xplore, LLC, a direct hydrocarbon indicator company, from early 2016 until September 1, 2017, when the company was successfully
turned over to a new CEO and a new Chairman. • In May 2018, Mr. Robillard formed Robillard Consulting, LLC, an oil and gas advisory firm. • He has also served as a Director of publicly-traded Cheniere Energy, Inc. since September 2014 and as Chair of its Audit Committee since June 2015. • Mr. Robillard is a Certified Public Accountant and an active member of both Financial Executives International, where he has served as a national director, and
the National Association of Corporate Directors. EDUCATION Mr. Robillard
holds a Bachelor of Arts in Business Administration from the University of Texas. KEY QUALIFICATIONS AND EXPERTISE As a result of his service as a chief financial officer at a major corporation directing the treasury, finance, planning, insurance, risk and accounting functions,
the Board believes that Mr. Robillard brings to the Board large company leadership, financial expertise and experience in the oil and gas industry. The Board believes that Mr. Robillard's background provides the necessary expertise to serve
as the Chairman of the Audit Committee of the Board.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

EDWARD B. RUST, JR. Director since 1997
DIRECTOR • Age 69 COMMITTEES • Audit • Nominating and Corporate Governance CAREER HIGHLIGHTS • From
1987 until his retirement in 2016, Mr. Rust served as Chairman of the Board of State Farm Mutual Automobile Insurance Company, the largest insurer of automobiles and homes in the United States. • Mr. Rust was also President of State Farm Mutual Automobile Insurance Company from 1985 to 1998 and from 2007 to 2014, as well as Chief Executive Officer from 1985 to
2015. • He has been a Director of Caterpillar, Inc., a publicly-traded manufacturer of construction and mining equipment, since 2003 and a
Director of S&P Global Inc., formerly known as McGraw Hill Financial, Inc., a publicly-traded global information services provider serving the financial services and business information markets, since 2001. EDUCATION Mr. Rust
received his Bachelor of Business Administration from Illinois Wesleyan University and his Juris Doctor and Master of Business Administration degrees from Southern Methodist University. KEY QUALIFICATIONS AND EXPERTISE His role as chief executive officer at a major corporation and
experience as a Director of large, publicly-traded, multi-national corporations enables Mr. Rust to provide significant input and guidance to the Board and the Company.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 17

ZEQ.=9,SEQ=25,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=163913,FOLIO='17',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 1 —ELECTION OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

MARY M. VANDEWEGHE Director since 2019
DIRECTOR • Age 60 COMMITTEES • Human Resources • Nominating and Corporate Governance CAREER HIGHLIGHTS • Ms. VanDeWeghe has been the Chief Executive Officer and President of Forte Consulting Inc., a financial and management consulting firm, since 2009. • Previously, Ms. VanDeWeghe served as Senior Vice President of Finance for Lockheed Martin Corporation, and held positions in corporate finance, capital markets and general management at J.P. Morgan, where she rose to
the rank of Managing Director. • She also previously was a finance professor at the business schools at Georgetown University and the University of
Maryland. • Ms. VanDeWeghe currently serves on the Board of Directors of Denbury Resources, Inc. and Principal Funds. • She previously served on the Boards of Directors of B/E Aerospace, Inc., Ecolab Inc., Nalco Holding Co., W.P. Carey Inc. and Brown Advisory. EDUCATION Ms. VanDeWeghe
holds a Bachelor of Arts degree from Smith College and a Master of Business Administration from the Tuck School of Business at Dartmouth College. KEY QUALIFICATIONS AND EXPERTISE Ms. VanDeWeghe's extensive business experience developed through executive
responsibilities, consulting assignments and board positions, and her finance expertise gained through capital markets and corporate finance experiences enable her to provide valuable insight and guidance to the Board and the Company.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

JOHN D. ZEGLIS Director since 1989
DIRECTOR • Age 72 COMMITTEES • Audit • Nominating and Corporate Governance CAREER HIGHLIGHTS • From
1999 until his retirement in 2004, Mr. Zeglis served as Chief Executive Officer and Chairman of the Board of AT&T Wireless Services, Inc. • He served as
President of AT&T Corporation from December 1997 to July 2001, Vice Chairman from June 1997 to November 1997, General Counsel and Senior Executive Vice President from 1996 to 1997 and Senior Vice President and General Counsel from 1986 to 1996. • Mr. Zeglis has been a Director of The Duchossois Group since 2010. • He
has previously served on the boards of numerous other public and private companies. EDUCATION Mr. Zeglis holds a
Bachelor of Science in Finance degree from the University of Illinois and a Juris Doctor from Harvard Law School. KEY QUALIFICATIONS
AND EXPERTISE Through his past service as a chief executive officer at a major corporation and service as a Director of large, publicly-traded
multi-national corporations, Mr. Zeglis brings to the Board large company leadership, expertise and experience in many areas including corporate governance, and general business and financial strategic oversight. The Board believes
Mr. Zeglis provides significant insight and guidance to the Board and the Company.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Our Board unanimously recommends a vote FOR each of the persons nominated by the Board.

end of user-specified TAGGED TABLE

18 | 2020 Proxy Statement

ZEQ.=10,SEQ=26,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=549797,FOLIO='18',FILE='DISK126:[19ZCY2.19ZCY14102]DC14102A.;126',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

PROXY SUMMARY

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

The Board values a diverse group of candidates who possess the background, skills and expertise and the highest level of personal and professional ethics, integrity, judgment and values to represent the long-term interests of the Company and its stockholders. ➤ Additional information about each director is provided in the biographies beginning on page 12.

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Director Nominee Skills and Experiences — ​ Delaney M. Bellinger — ​ Kevin G. Cramton — ​ Randy A. Foutch — ​ Hans Helmerich — ​ John W. Lindsay — ​ José R. Mas — ​ Thomas A. Petrie — ​ Donald F. Robillard, Jr. — ​ Edward B. Rust, Jr. — ​ Mary M. VanDeWeghe — ​ John D. Zeglis — ​ # of Directors — ​
Accounting and finance · · · · · · · · · 9
Corporate governance · · · · · · · · · · · 11
Diverse industries · · · · · · · · 8
Engineering · · · · · 5
Executive leadership · · · · · · · · · · · 11
Global business · · · · · · · · · · 10
Information Technology · · 2
Investment, private equity and capital markets · · · · · · · 7
Law · · 2
Oil and gas industry · · · · · · · 7
Public company board experience · · · · · · · · · · 10
Risk management · · · · · · · · · · 10
Strategic planning · · · · · · · · · · · 11

end of user-specified TAGGED TABLE

2020 Proxy Statement | 19

ZEQ.=1,SEQ=27,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=467723,FOLIO='19',FILE='DISK126:[19ZCY2.19ZCY14102]DD14102A.;32',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

Corporate Governance

The Board has adopted Corporate Governance Guidelines to address significant corporate governance issues. Our Corporate Governance Guidelines, as well as our Amended and Restated Certificate of Incorporation (the "Certificate of Incorporation") and our By-Laws, all Board committee charters, our Code of Business Conduct and Ethics, which is applicable to our Directors, officers, and employees, the Code of Ethics for Principal Executive Officer and Senior Financial Officers, the Related Person Transaction Policies and Procedures, the Foreign Corrupt Practices Act Compliance Policy, certain Audit Committee Practices, and our Sustainability Statement are available on our website, www.hpinc.com/governance.

The information on our website is not incorporated by reference in this proxy statement. A printed copy of the above-mentioned documents will be provided without charge upon written request to our Corporate Secretary.

Our Corporate Governance Guidelines provide a framework for our corporate governance initiatives and cover topics such as director independence and selection and nomination of director candidates, communication with the Board, Board committee matters, and other areas of import. Certain highlights from our Corporate Governance Guidelines, as well as other corporate governance matters, are discussed below.

Director Independence

Our Corporate Governance Guidelines provide that a majority of the Board must meet the requirements for being an independent director under the listing standards of the NYSE and applicable law, including the requirement that the Board affirmatively determine that the Director has no material relationship with us. To guide its determination of whether a Director is independent, the Board has adopted the following categorical standards:

A Director will not be independent if:

20 | 2020 Proxy Statement

ZEQ.=1,SEQ=28,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=152223,FOLIO='20',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

In addition, the following commercial and charitable relationships will not be considered material relationships that would impair a Director's independence:

A Director who is a member of our Audit Committee will not be independent if such Director: (i) other than in his or her capacity as a member of the Board, the Audit Committee or any other Board committee, accepts directly or indirectly any consulting, advisory or other compensatory fee from us or any subsidiary (except for retirement benefits to the extent permitted by applicable rules of the SEC); or (ii) is an affiliated person (as defined by the SEC) of us or any subsidiary. Similarly, in affirmatively determining the independence of any Director who will serve on the Human Resources Committee, the Board considers all factors specifically relevant to determining whether a Director has a relationship to the Company which is material to that Director's ability to be independent from management in connection with the duties of a Human Resources Committee member, including, but not limited to: (i) the source of compensation of such Director, including any consulting, advisory or other compensatory fee paid by the Company to such Director; and (ii) whether such Director is affiliated with the Company, a subsidiary of the Company or an affiliate of a subsidiary of the Company.

Generally, relationships not addressed by the NYSE rules or otherwise described above will not cause an otherwise independent Director to be considered not independent. For relationships that do not fall within the categories delineated above, the other Directors who are otherwise independent under the guidelines will determine whether a relationship is material and, therefore, whether such Director would be independent.

In determining the independence of Mses. Bellinger and VanDeWeghe and Messrs. Cramton, Foutch, Mas, Petrie, Robillard, Rust, and Zeglis, the Board of Directors considered Mr. Zeglis's service as a director of State Farm Mutual Automobile Insurance Company, which owned approximately 7.56% of our common stock as of February 5, 2019, through June 2019. The Board of Directors also considered that the Company, through its wholly owned subsidiaries, provides or provided drilling or other services to Laredo Petroleum, Inc. during fiscal year 2019.

2020 Proxy Statement | 21

ZEQ.=2,SEQ=29,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=853779,FOLIO='21',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

Mr. Foutch is a director of Laredo Petroleum, Inc. and was its Chief Executive Officer until his retirement on October 1, 2019. Payments made to the Company by Laredo Petroleum, Inc. have not exceeded the greater of $1,000,000 or two percent of the consolidated gross revenues of Laredo Petroleum, Inc. during any applicable fiscal year.

After applying the standards set forth above in our Corporate Governance Guidelines, the Board

determined that Mses. Bellinger and VanDeWeghe and Messrs. Cramton, Foutch, Mas, Petrie, Robillard, Rust and Zeglis, our current, non-employee directors, had no material relationship with the Company and that each is independent under our categorical standards and the requirements of the NYSE and applicable law. Ms. Paula Marshall, who served as a director until her retirement on December 13, 2018, was also independent.

Board Leadership Structure

We believe that the most effective board structure is one that emphasizes board independence and ensures that the board's deliberations are not dominated by management. With the exception of Messrs. Helmerich and Lindsay, our Board is composed entirely of independent Directors. Our Nominating and Corporate Governance Committee, which is composed of our independent directors only, regularly reviews the Board's leadership structure to ensure that it enables the Board to fulfill its responsibility to provide independent oversight and management for the Company.

During 2019, the Board amended the Company's Corporate Governance Guidelines to provide that in the event that the Chairman of the Board (the "Chairman") is not an independent director then the independent directors will annually elect an independent director to serve as lead director (the "Lead Director"). The independent directors designated Mr. Foutch to serve in the role of Lead Director in June 2019. As Lead Director, Mr. Foutch presides at all executive sessions of the Board when management is not present. During fiscal year 2019, our independent Directors met in executive session without management, prior to each of the four regularly scheduled Board meetings. Mr. Foutch was presiding Director for all executive sessions. The Lead Director also performs other duties and responsibilities as determined from time to time by the Board.

The Company's By-laws provide that, in general, any two or more offices may be held by the same person, including the offices of Chairman and Chief Executive Officer ("CEO"). Additionally, the office of Chairman may be held by an individual who is not an independent director. Currently, Mr. Hans Helmerich is the Chairman and Mr. John W. Lindsay is the CEO. The Board believes that this flexibility in the allocation of the responsibilities of these two roles

is beneficial and enables the Board to adapt the leadership function to changing circumstances.

Mr. Helmerich has served as a Director since 1987 and became the Chairman in 2012. He served as the Company's CEO from 1989 until his retirement in March 2014. He also was the Company's President from 1987 to 2012. Mr. Helmerich, who has nearly 25 years of successful experience as CEO and possesses in-depth knowledge of the Company, its operations and the evolving drilling and energy industry, has been responsible for providing guidance and leadership to the Board. Mr. Lindsay was promoted to President and Chief Operating Officer and was appointed to the Company's Board of Directors in 2012 and succeeded Mr. Helmerich as CEO in 2014. Since joining the Company in 1987 as a drilling engineer, Mr. Lindsay has served in various management positions. Mr. Lindsay brings to the Board and the Company significant leadership, knowledge and experience in the contract drilling industry.

At this time, the Board believes that the interests of all stockholders are best served by the leadership model described above. The Board believes the combined experience and knowledge of Messrs. Foutch, Helmerich and Lindsay in their respective roles as Lead Director, Chairman and CEO provides the Board and the Company with both strong, independent guidance and continuity of leadership that will promote the Company's continued success. We believe that the Board's current leadership, committee structure and strong governance practices help the Board oversee the Company's risks, create a productive relationship between the Board and management and ensure strong independent oversight that benefits our stockholders.

22 | 2020 Proxy Statement

ZEQ.=3,SEQ=30,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=115605,FOLIO='22',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

Board Meeting Attendance

There were five meetings of the Board held during fiscal year 2019, four of which were regularly scheduled. We require each Director to make a diligent effort to attend all Board and committee meetings as well as the Annual Meeting of the Stockholders. All of our then-sitting Directors attended

the 2019 Annual Meeting of the Stockholders. During fiscal year 2019, no incumbent Director attended fewer than 75% of the aggregate of the total number of meetings of the Board and its committees of which he or she was a member.

Board Committees

The Board of Directors is responsible for overseeing the Company's business and affairs, providing guidance and insight to the Company's management and effectively stewarding the long-term interests of the Company and its stockholders. The Board reviews significant developments affecting the Company and acts on matters requiring Board approval. The Chairman of the Board, the Lead Director and the committee chairs set Board and committee agendas in advance of every meeting to ensure that appropriate, relevant subjects are covered with time for meaningful discussion. Directors

receive comprehensive materials in advance of Board and committee meetings and are expected to review these materials before each meeting.

The standing committees of the Board are the Audit Committee, the Human Resources Committee, and the Nominating and Corporate Governance Committee. Below is an overview of the members of each of the committees and the primary duties of each of the committees as of the date of this proxy statement.

2020 Proxy Statement | 23

ZEQ.=4,SEQ=31,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=710794,FOLIO='23',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Current Committee Composition — ​
Director Nominee and Principal Occupation Age Director since Independent Audit Human Resources Nominating & Corporate Governance Other Current Public Company Boards
DELANEY M. BELLINGER Retired Chief Information Officer, Huntsman Corporation 61 2018 • None
KEVIN G. CRAMTON Operating Partner, HCI Equity Partners; Chief Executive Officer, Tribar Technologies, Inc. 60 2017 • None
RANDY A. FOUTCH Chairman and Retired Chief Executive Officer, Laredo Petroleum, Inc. 68 2007 • Laredo Petroleum, Inc.
HANS HELMERICH Chairman of the Board, Helmerich & Payne, Inc. 61 1987; since 2012 • Cimarex Energy Co.
JOHN W. LINDSAY President and Chief Executive Officer, Helmerich & Payne, Inc. 59 2012 • Arcosa, Inc.
JOSÉ R. MAS Chief Executive Officer, MasTec, Inc. 48 2017 • MasTec, Inc.
THOMAS A. PETRIE Chairman, Petrie Partners, LLC 74 2012 • None
DONALD F. ROBILLARD, JR. President, Robillard Consulting, LLC; Retired Director, Executive Vice President, Chief Financial Officer and Chief Risk Officer, Hunt Consolidated 68 2012 • Cheniere Energy, Inc.
EDWARD B. RUST, JR. Retired Chairman, President and Chief Executive Officer, State Farm Mutual Automobile Insurance Company 69 1997 • Caterpillar, Inc. • S&P Global Inc.
MARY M. VANDEWEGHE Chief Executive Officer & President of Forte Consulting Inc. 60 2019 • Denbury Resources, Inc. • Principal Funds
JOHN D. ZEGLIS Retired Chief Executive Officer and Chairman of the Board, AT&T Wireless Service, Inc. 72 1989 • None
Number of Meetings in 2019: Board: 5 8 5 4 Total: 22

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Denotes Chairman of the Board
Denotes committee chair
Denotes "audit committee financial expert" as defined by the SEC

end of user-specified TAGGED TABLE

24 | 2020 Proxy Statement

ZEQ.=5,SEQ=32,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=408434,FOLIO='24',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

AUDIT COMMITTEE Meetings in fiscal 2019: 8

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

MEMBERS (all independent) PRIMARY RESPONSIBILITIES
As of September 30, 2019: • Donald F. Robillard, Jr. • Delaney M. Bellinger • Kevin G. Cramton • Edward B. Rust, Jr. • John D. Zeglis The primary functions of the Audit Committee are to: • assist the Board in fulfilling its independent and objective oversight responsibilities of financial
reporting and internal financial and accounting controls of the Company • monitor the qualifications, independence, and performance of our independent registered public accounting firm
The Board has determined
Messrs. Cramton, Robillard and Rust are "audit committee financial experts" as defined by the SEC. The Board has also determined that all
Audit Committee members are "financially literate" as contemplated by the rules of the NYSE. AUDIT COMMITTEE REPORT AND CHARTER ➤ The Audit Committee Report is provided on page 35 of this proxy statement. ➤ The Board has adopted a written charter for the Audit Committee, which is available on our website at www.hpinc.com/governance/charter-audit-committee-board-directors .

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

HUMAN RESOURCES COMMITTEE Meetings in fiscal 2019: 5

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

MEMBERS (all independent) PRIMARY RESPONSIBILITIES
As of September 30, 2019: • Thomas A. Petrie • Randy A. Foutch • José R. Mas • Mary M. VanDeWeghe The primary responsibilities of the Human Resources Committee (which functions as our compensation committee) are to: • evaluate the performance of our
executive officers • review and make decisions regarding compensation of our executive officers • make recommendations regarding
compensation of non-employee members of our Board • review and make recommendations or decisions regarding incentive compensation and equity-based compensation plans. The Human Resources Committee may not delegate any of its authority to other persons or committees.
COMPENSATION COMMITTEE REPORT AND HUMAN RESOURCES COMMITTEE CHARTER ➤ The Compensation Committee Report is provided on page 37 of this proxy statement. ➤ The Board has adopted a written charter for the Human Resources Committee, which is available on our website at www.hpinc.com/governance/charter-human-resources-committee-board-directors .

end of user-specified TAGGED TABLE

2020 Proxy Statement | 25

ZEQ.=6,SEQ=33,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=295798,FOLIO='25',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

NOMINATING AND CORPORATE GOVERNANCE COMMITTEE Meetings in fiscal 2019: 4

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

MEMBERS (all independent) PRIMARY RESPONSIBILITIES
As of September 30, 2019: • Randy A. Foutch • Delaney M. Bellinger • Kevin G. Cramton • José R. Mas • Thomas A. Petrie • Donald F. Robillard, Jr. • Edward B. Rust, Jr. • Mary M. VanDeWeghe • John D. Zeglis The primary responsibilities of the Nominating and Corporate Governance Committee are to: • identify and recommend to the
Board the selection of Director nominees for each annual meeting of stockholders or for any vacancies on the Board • make recommendations to the Board regarding the adoption or amendment of corporate governance principles applicable to
the Company • assist the Board in developing and evaluating potential candidates for executive positions, and generally overseeing management succession planning
NOMINATING AND CORPORATE GOVERNANCE CHARTER ➤ The Board has adopted a written charter for the Nominating and Corporate Governance Committee, which is available on our website at www.hpinc.com/governance/charter-nominating-corporate-governance-committee-board-directors .

end of user-specified TAGGED TABLE

Transactions with Related Persons, Promoters and Certain Control Persons

The Company has adopted written Related Person Transaction Policies and Procedures. The Audit Committee is responsible for applying such policies and procedures. The Audit Committee reviews all transactions, arrangements, or relationships in which the aggregate amount involved will or may be expected to exceed $120,000 in any fiscal year, the Company is a participant, and any related person has or will have a direct or indirect material interest. In general, a related person is any Company executive officer, Director, or nominee for election as a Director, any greater than 5 percent beneficial owner of our common stock, and immediate family members of any of the foregoing.

The Audit Committee applies the applicable policies and procedures by reviewing the material facts of all interested transactions that require the Audit Committee's approval and either approves, ratifies or disapproves of the entry into the interested transaction, subject to the exceptions described below. Any member of the Audit Committee who is a related person with respect to a transaction under review may not vote with respect to the approval or ratification of the transaction. In determining whether to approve or ratify an interested transaction, the

Audit Committee takes into account, among other factors it deems appropriate, the nature of the related person's interest in the interested transaction, the material terms of the interested transaction including whether the interested transaction is on terms no less favorable than terms generally available to an unaffiliated third party under the same or similar circumstances, the materiality of the related person's direct or indirect interest in the interested transaction, the materiality of the interested transaction to us, the impact of the interested transaction on the related person's independence (as defined in our Corporate Governance Guidelines and the NYSE listing standards), and the actual or apparent conflict of interest of the related person participating in the transaction (as contemplated under our Code of Business Conduct and Ethics). The following transactions are deemed to be pre-approved under the applicable policies and procedures:

26 | 2020 Proxy Statement

ZEQ.=7,SEQ=34,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=740141,FOLIO='26',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

There are no related person transactions required to be reported in this proxy statement.

Compensation Committee Interlocks and Insider Participation

During fiscal year 2019, the members of our Human Resources Committee were Mses. Marshall (until December 2018) and VanDeWeghe (appointed to the Human Resources Committee in September 2019) and Messrs. Foutch, Mas and Petrie. None of the members of the Human Resources Committee has ever been an officer or employee of the Company or any of our subsidiaries and none has an interlocking

relationship requiring disclosure under applicable SEC rules. Additionally, none of the members of the Human Resources Committee had any relationship requiring disclosure by the Company under the SEC's rules requiring disclosure of certain relationships and related-party transactions.

Communication with the Board

The Board has established several means for employees, stockholders, and other interested persons to communicate their concerns to the Board. If the concern relates to our financial statements, accounting practices or internal controls, the concern may be submitted in writing to the Chairperson of the Audit Committee in care of our Corporate Secretary at our headquarters address. If the concern relates to our governance practices, business ethics, or corporate conduct, the concern may be submitted in writing to the Lead Director and/or the Chairperson of the Nominating and Corporate Governance Committee in care of our Corporate Secretary at our headquarters address. If the concern is intended for the non-management presiding Director or the non-management Directors as a group, the concern may be submitted in writing to such presiding Director or group in care of our Corporate Secretary at our

headquarters address. If the employee, stockholder, or other interested person has an unrelated concern or is unsure as to which category his or her concern relates, he or she may submit it in writing to the Board or any one of the Directors in care of our Corporate Secretary at our headquarters address. Our headquarters address is:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Helmerich & Payne, Inc. 1437 South Boulder Avenue Tulsa, Oklahoma 74119

end of user-specified TAGGED TABLE

Each communication intended for any management or non-management Director(s) or for the entire Board and received by the Corporate Secretary that is related to our operations will be promptly forwarded to the specified party.

Our Risk Management Program and the Board's Role in Risk Oversight

The Board and its committees perform certain risk oversight functions for the Company. We maintain an enterprise risk management program designed to identify significant risks facing the Company. Our Risk Management and Insurance Department is responsible for implementing the program, which involves identifying and monitoring risks to the Company, assessing the Company's risk mitigation

plans, and consulting on further measures that can be taken to address new and existing risks. The Director of Risk Management and Insurance reports to the Audit Committee quarterly and, periodically, to the full Board. At each regular meeting, the Board reviews the Company's financial condition and results of operations and hears reports concerning factors that could affect the business in the future. The

2020 Proxy Statement | 27

ZEQ.=8,SEQ=35,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=873765,FOLIO='27',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

Board annually approves a capital budget, with subsequent approval required for any significant variations. In addition, the Board receives information from management concerning operations, legal and regulatory matters, insurance, finance and strategy, as well as information regarding any material risks associated with each of the foregoing. The full Board (or the appropriate Board committee, if the Board committee is responsible for the oversight of the matter) receives this information through updates from the appropriate members of management to enable it to understand and monitor the Company's risk management practices. When a Board committee receives an update, the chairperson of the relevant Board committee reports on the discussion to the full Board during the Board committee reports portion of the next Board meeting. This enables the Board and the Board committees to coordinate their oversight of risks facing the Company.

The Audit Committee plays a significant role in oversight of risks associated with the Company's financial performance, internal and external audit functions, legal and tax contingencies and other exposures. The Audit Committee reviews and discusses with management the Company's processes and policies with respect to risk assessment and risk management, including the Company's enterprise risk management program. The Company's independent auditors, Chief Financial Officer, Chief Legal and Compliance Officer, Vice President of Accounting Services, Chief Accounting Officer and Vice President of Financial Reporting, Chief Audit Officer, Vice President of Information Technologies and Process Excellence, Director of Risk Management and Insurance and Tax Director report to the Audit Committee at each regular quarterly meeting. The Audit Committee reviews and approves the annual internal audit plan and also

receives reports on all internal audits. The Audit Committee also reviews and discusses with management the Company's processes and policies with respect to risk assessment and risk management, including the Company's enterprise risk management program.

Consulting with its compensation consultant and with management, the Human Resources Committee establishes performance goals for the Company's various compensation plans. These performance goals are intended to drive behavior that does not encourage or result in any material risk of adverse consequences to the Company and/or its stockholders. Further information concerning the Human Resource Committee's role in risk management in connection with executive compensation can be found below in " Compensation Risk Assessment." The Human Resources Committee also assists in mitigating the risks associated with the loss of the Company's senior executives by overseeing the Company's management succession planning.

The Nominating and Corporate Governance Committee also has a role in risk oversight for the Company, including, but not limited to, assessing the Company's succession planning, physical security, and environmental, social and corporate governance on a periodic basis. Because our Nominating and Corporate Governance Committee is comprised of all of our independent directors, the Company often uses this forum to provide updates concerning elements of risk that affect a spectrum of corporate functions, such as cybersecurity. The Nominating and Corporate Governance Committee is also responsible for Director succession planning, which includes efforts to mitigate risks associated with the loss of expertise and leadership at the Board.

Compensation Risk Assessment

Management regularly reviews the Company's compensation programs and practices applicable to all employees, including executive officers, in order to assess the risks presented by such programs and practices. This review includes analyzing the likelihood and magnitude of potential risks, focusing on program elements that may create risk, including pay mix and amount, performance metrics and goals, the balance between annual and long-term incentives, the terms of equity and bonus awards, and change-in-control arrangements. The review also takes into account mitigating features embedded in

our compensation programs and practices such as capped payout levels for both annual bonuses and equity grants under the Company's stock plan, the Human Resources Committee's authority to exercise negative discretion over bonus payouts, stock ownership guidelines aligning the interests of our named executive officers (as defined herein) with stockholders, claw-back provisions contained in stock plan award and other agreements, the use of multiple performance measures, and multi-year vesting schedules for equity awards.

28 | 2020 Proxy Statement

ZEQ.=9,SEQ=36,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=367708,FOLIO='28',FILE='DISK126:[19ZCY2.19ZCY14102]DE14102A.;88',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

The findings of this risk assessment are discussed with the Human Resources Committee and the full Board. Based on the assessment, we have determined that our compensation programs and practices applicable to all employees, including our

named executive officers, are aligned with the interests of stockholders, appropriately reward pay for performance, and are not reasonably likely to have a material adverse effect on the Company.

Director Compensation in Fiscal Year 2019

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Role — ​ Quarterly Retainer ($) — ​
Chairman of the Board (Mr. Helmerich) 37,500
Each Non-Employee Director 25,000
Lead Director 6,250
Audit Committee Chair 3,750
Human Resources Committee Chair 2,500
Nominating and Corporate Governance Committee Chair 2,500
Each Member of the Audit Committee 1,250

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Non-Employee Director Annual Restricted Stock Grant — ​ Intended Value on the Date of Grant ($) — ​
Chairman of the Board 270,000
Other Non-Employee Directors 180,000

end of user-specified TAGGED TABLE

All non-employee Directors are reimbursed for expenses incurred in connection with the attending of Board or Board committee meetings. Employee Directors do not receive compensation for serving on the Board.

The Directors may participate in our Director Deferred Compensation Plan (the "Director Plan"). Each Director participating in the Director Plan may defer into a separate account maintained by us, all or a portion of such Director's cash and stock compensation for services as a Director of the Company. A Director may select between two deemed investment alternatives, being an interest investment alternative and a stock unit investment alternative; however, deferred stock compensation must be deferred into the stock unit investment alternative. The interest investment alternative provides for the payment of interest on deferred amounts in the Director's account at a rate equal to prime plus one percent. Under the stock unit investment alternative, we credit the Director's account with a number of stock units determined by dividing the Director's deferred compensation amount by the fair market value of a share of our common

stock on the compensation deferral date. The Director's account is also credited with any dividends that would have been paid by us had the Director held actual shares of our common stock. The account balance attributable to the stock unit investment alternative may increase or decrease depending upon fluctuations in the value of our common stock and the distribution of dividends. The stock units credited to a Director's account are used solely as a device for the determination of the amount of cash payment to be distributed to the Director under the Director Plan. No Director is entitled to a distribution of actual shares of our common stock or to any other stockholder rights with respect to the stock units credited under the Director Plan. Except for emergency withdrawals and a change-in-control event (as defined in the Director Plan), the deferred cash amounts in a Director's account are not paid until he or she ceases to be a Director. The Director Plan does not create a trust and the participating Directors would be general unsecured creditors of the Company. Since employee Directors do not receive compensation for serving on the Board, only non-employee Directors are able to participate in the Director Plan. The Director Plan is interpreted and administered by the Human Resources Committee.

2020 Proxy Statement | 29

ZEQ.=1,SEQ=37,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=748202,FOLIO='29',FILE='DISK126:[19ZCY2.19ZCY14102]DG14102A.;57',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

CHANGES TO THE 2019 DIRECTOR COMPENSATION PROGRAM

Prospectively, and for the fiscal year ended September 30, 2019, we have eliminated stock options as an element of our Director compensation program. Working with its independent compensation consultant, Pay Governance, the Human Resources Committee and the Board have determined that the

prevailing trend in our Compensation Peer Group (as defined herein) is to award stock-based compensation to Directors solely in the form of restricted stock.

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Director Compensation Table

COMMAND=ADD_TABLEWIDTH,"140%" User-specified TAGGED TABLE

Name — ​ Fees Earned or Paid in Cash (5) ($) — ​ Stock Awards (7) ($) — ​ Change in Pension Value and Nonqualified Deferred Compensation Earnings — ​ All Other Compensation (6) ($) — ​ Total ($) — ​
Delaney M. Bellinger 105,000 179,973 0 7,815 292,788
Kevin G. Cramton 105,000 179,973 0 7,384 292,357
Randy A. Foutch 116,250 179,973 0 7,384 303,607
Hans Helmerich (1) 150,000 269,989 0 64,389 484,378
Paula Marshall (2) 25,000 0 0 1,073 26,073
José R. Mas 100,000 179,973 0 7,384 287,357
Thomas A. Petrie 110,000 179,973 0 7,384 297,357
Donald F. Robillard, Jr. 120,000 179,973 0 7,384 307,357
Edward B. Rust, Jr. (3) 105,000 179,973 3,512 7,384 295,869
Mary M. VanDeWeghe (4) 50,000 89,990 0 1,269 141,259
John D. Zeglis 105,000 179,973 0 7,384 292,357

end of user-specified TAGGED TABLE

(1) The amount included in the column captioned "All Other Compensation" reflects $50,737 for personal use of our aircraft, $2,309 in club memberships, $266 in event tickets and $11,077 in dividends on restricted stock. The value shown for personal use of our aircraft is the incremental cost to us of such use, which is calculated based on the variable operating costs to us per nautical mile of operation, which include fuel costs, repairs, meals, professional services, travel expenses and licenses and fees. Fixed costs that do not change based on usage, such as the cost of aircraft, pilot salaries, insurance, rent, and other costs, were not included. The amount reported includes deadhead flights and is reduced by any reimbursements to us. The amount reported for Mr. Helmerich is attributable primarily to flights in connection with attending board meetings of publicly-held companies. Flights for Mr. Helmerich comply with the Company's aircraft use policy described on page 44 in the Executive Compensation Discussion and Analysis. (2) Ms. Marshall retired from the Board of Directors on December 13, 2018. (3) The reported amount of $3,512 is the above-market portion of interest earned pursuant to the interest investment alternative under the Director Plan. (4) Ms. VanDeWeghe was appointed to the Board of Directors on June 5, 2019. (5) Cash retainers, committee chair fees and lead director fees are paid quarterly in March, June, September, and December. (6) With the exception of Mr. Helmerich addressed in footnote (1) above, all amounts in this column are dividends on restricted stock.

30 | 2020 Proxy Statement

ZEQ.=2,SEQ=38,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=684150,FOLIO='30',FILE='DISK126:[19ZCY2.19ZCY14102]DG14102A.;57',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

(7) The amounts included in the column captioned "Stock Awards" represent the aggregate grant date fair value of restricted stock determined pursuant to Financial Accounting Standards Board ("FASB") Accounting Standards Codification ("ASC") Topic 718. For restricted stock, fair value (and the number of shares granted) is calculated based on the closing sales price of our stock on the date of grant. However, the two formulas utilize different inputs, such as a single closing price of our stock on the grant date (for accounting expense) and a ten-day closing price average (for computing awards). Therefore, the value in the table is different than the intended award value discussed in the narrative preceding the table. Further, because the amounts in the table reflect our accounting expense, the amounts do not correspond to the actual value that will be recognized by our Directors. For additional information, including valuation assumptions with respect to the grants, refer to note 11, "Stock-Based Compensation," to our audited financial statements for the fiscal year ended September 30, 2019, included in the 2019 Annual Report on Form 10-K filed with the SEC on November 15, 2019 (the "2019 Form 10-K").

The following table provides information on the outstanding equity awards at September 30, 2019 for non-employee Directors. This table includes unexercised option awards reflected in each row below on an award-by-award basis. All options granted prior to fiscal year 2017 vested on the grant date and will expire ten years following the grant date. All options granted in fiscal year 2017 and after vested on the one-year anniversary of the grant date and will expire ten years following the grant date. Ms. VanDeWeghe held no outstanding options at September 30, 2019. Also, note that while not reflected in the table below, at September 30, 2019, all Directors (with the exception of Mr. Helmerich and Ms. VanDeWeghe) held 2,963 restricted shares that

were granted on December 14, 2018 and vest on the one-year anniversary of the grant date. At September 30, 2019, Mr. Helmerich held 4,445 restricted shares that were granted on December 14, 2018 and also vest on the one-year anniversary of the grant date. Finally, at September 30, 2019, Ms. VanDeWeghe held 1,788 restricted shares that were granted on June 5, 2019 and vest on the one-year anniversary of the grant date. The Directors in the table below presently (as of January 7, 2020) hold the number of shares of restricted stock as set forth in the footnotes to the Security Ownership of Directors and Management table on page 79.

2020 Proxy Statement | 31

ZEQ.=3,SEQ=39,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=229909,FOLIO='31',FILE='DISK126:[19ZCY2.19ZCY14102]DG14102A.;57',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

ADDITIONAL INFORMATION CONCERNING THE BOARD OF DIRECTORS

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Outstanding Equity Awards At Fiscal Year 2019 Year-End (Directors)

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Option Awards
Name Grant Date Number of Securities Underlying Unexercised Options Exercisable (#) Number of Securities Underlying Unexercised Options Unexercisable (#) Option Exercise Price ($) Option Expiration Date
Delaney M. Bellinger 7/1/2018 2,926 63.76 7/1/2028
Kevin G. Cramton 3/1/2017 5,242 69.91 3/1/2027
12/4/2017 7,371 58.43 12/4/2027
Randy A. Foutch 12/1/2009 2,349 38.015 12/1/2019
12/7/2010 1,902 47.935 12/7/2020
12/6/2011 2,980 59.76 12/6/2021
12/4/2012 4,078 54.18 12/4/2022
12/3/2013 5,086 79.67 12/3/2023
12/2/2014 7,851 68.83 12/2/2024
11/30/2015 12,561 58.25 11/30/2025
12/5/2016 4,790 81.31 12/5/2026
12/4/2017 7,371 58.43 12/4/2027
Hans Helmerich 12/1/2009 80,000 38.015 12/1/2019
12/7/2010 40,000 47.935 12/7/2020
12/6/2011 62,000 59.76 12/6/2021
12/4/2012 83,000 54.18 12/4/2022
12/2/2014 11,777 68.83 12/2/2024
11/30/2015 18,841 58.25 11/30/2025
12/5/2016 7,185 81.31 12/5/2026
12/4/2017 11,057 58.43 12/4/2027
Paula Marshall 12/3/2013 5,086 79.67 12/3/2023
12/2/2014 7,851 68.83 12/2/2024
11/30/2015 12,561 58.25 11/30/2025
12/5/2016 4,790 81.31 12/5/2026
12/4/2017 7,371 58.43 12/4/2027
José R. Mas 3/1/2017 5,242 69.91 3/1/2027
12/4/2017 7,371 58.43 12/4/2027
Thomas A. Petrie 6/6/2012 1,208 47.29 6/6/2022
12/4/2012 4,078 54.18 12/4/2022
12/3/2013 5,086 79.67 12/3/2023
12/2/2014 7,851 68.83 12/2/2024
11/30/2015 12,561 58.25 11/30/2025
12/5/2016 4,790 81.31 12/5/2026
12/4/2017 7,371 58.43 12/4/2027
Donald F. Robillard, Jr. 12/4/2012 2,500 54.18 12/4/2022
12/3/2013 5,086 79.67 12/3/2023
12/2/2014 7,851 68.83 12/2/2024
11/30/2015 12,561 58.25 11/30/2025
12/5/2016 4,790 81.31 12/5/2026
12/4/2017 7,371 58.43 12/4/2027
Edward B. Rust, Jr. 12/1/2009 2,349 38.015 12/1/2019
12/7/2010 1,902 47.935 12/7/2020
12/6/2011 2,980 59.76 12/6/2021
12/4/2012 4,078 54.18 12/4/2022
12/3/2013 5,086 79.67 12/3/2023
12/2/2014 7,851 68.83 12/2/2024
11/30/2015 12,561 58.25 11/30/2025
12/5/2016 4,790 81.31 12/5/2026
12/4/2017 7,371 58.43 12/4/2027
John D. Zeglis 12/1/2009 2,349 38.015 12/1/2019
12/7/2010 1,902 47.935 12/7/2020
12/6/2011 2,980 59.76 12/6/2021
12/4/2012 4,078 54.18 12/4/2022
12/3/2013 5,086 79.67 12/3/2023
12/2/2014 7,851 68.83 12/2/2024
11/30/2015 12,561 58.25 11/30/2025
12/5/2016 4,790 81.31 12/5/2026
12/4/2017 7,371 58.43 12/4/2027

end of user-specified TAGGED TABLE

32 | 2020 Proxy Statement

ZEQ.=4,SEQ=40,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=727412,FOLIO='32',FILE='DISK126:[19ZCY2.19ZCY14102]DG14102A.;57',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

PROPOSAL 2 —RATIFICATION OF APPOINTMENT OF INDEPENDENT AUDITORS

The Audit Committee has appointed the firm of Ernst & Young LLP as the independent registered public accounting firm ("independent auditors") to audit our financial statements for fiscal year 2020. A proposal will be presented at the Annual Meeting asking the stockholders to ratify this appointment. The firm of Ernst & Young LLP has served us in this capacity since 1994.

Representatives of Ernst & Young LLP will be present at the Annual Meeting and will have the opportunity to make a statement if they so desire and to respond to appropriate questions. In the event the stockholders do not ratify the appointment of Ernst & Young LLP as the independent auditors to audit our

financial statements for fiscal year 2020, the Audit Committee will consider the voting results and evaluate whether to select a different independent auditor.

Although ratification is not required by Delaware law, our Certificate of Incorporation or our By-laws, we are submitting the selection of Ernst & Young LLP to our stockholders for ratification as a matter of good corporate governance. Even if the selection of Ernst & Young LLP is ratified, the Audit Committee may select different independent auditors at any time during the year if it determines that such a change would be in the best interests of the Company and our stockholders.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Our Board unanimously recommends a vote FOR the ratification of Ernst & Young LLP as our independent auditors for fiscal year 2020.

end of user-specified TAGGED TABLE

Audit Fees

The following table sets forth the aggregate fees and costs paid to Ernst & Young LLP during the last two fiscal years for professional services rendered to us:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Years Ended September 30, — ​
2019 2018
Audit Fees (1) $ 2,067,949 $ 2,318,883
Audit-Related Fees (2) 85,533 154,740
Tax Fees (3) 263,147 232,335
All Other Fees — —
Total $ 2,416,629 $ 2,705,958

end of user-specified TAGGED TABLE

(1) Includes fees for services related to the annual audit of the consolidated financial statements for the years ended September 30, 2019 and 2018 and the reviews of the financial statements included in our Form 10-Q reports, required domestic and international statutory audits and attestation reports, and the auditor's report for internal control over financial reporting under Section 404 of the Sarbanes-Oxley Act of 2002. (2) Includes fees for the audits of our Employee Retirement Plan, 401(k)/Thrift Plan, Employee Benefit Program, and Maintenance Costs of Common Area Facilities for a wholly-owned subsidiary. (3) Includes fees for services rendered for tax compliance, tax advice, and tax planning, including expatriate tax services.

2020 Proxy Statement | 33

ZEQ.=1,SEQ=41,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=537018,FOLIO='33',FILE='DISK126:[19ZCY2.19ZCY14102]DI14102A.;15',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

PROPOSAL 2 —RATIFICATION OF APPOINTMENT OF INDEPENDENT AUDITORS

The Audit Committee reviews and pre-approves audit and non-audit services performed by our independent registered public accounting firm as well as the fee charged for such services. Pre-approval is generally provided for up to one year, is detailed as to the particular service or category of service, and is subject to a specific budget. The Audit Committee may also pre-approve particular services on a case-by-case basis. The Audit Committee may delegate pre-approval authority for such services to one or more of its members, whose decisions are

then presented to the full Audit Committee at its next scheduled meeting. For fiscal years 2018 and 2019, all of the audit and non-audit services provided by our independent registered public accounting firm were pre-approved by the Audit Committee in accordance with the Audit Committee Charter. In its review of all non-audit service fees, the Audit Committee considers, among other things, the possible effect of such services on the auditor's independence.

34 | 2020 Proxy Statement

ZEQ.=2,SEQ=42,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=573052,FOLIO='34',FILE='DISK126:[19ZCY2.19ZCY14102]DI14102A.;15',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

AUDIT COMMITTEE REPORT

The Audit Committee of the Board of Directors is composed of five Directors and operates under a written charter adopted by the Board of Directors. All members of the Audit Committee meet the independence standards set forth in our Corporate Governance Guidelines as well as the listing standards of the NYSE and the applicable rules of the SEC. Three members of the Audit Committee meet the "audit committee financial expert" requirements under applicable SEC rules. The Audit Committee charter is available on our website at www.hpinc.com under the "Governance" section. The Audit Committee reviews the adequacy of and compliance with such charter annually.

The Company's management is responsible for, among other things, preparing our consolidated financial statements in accordance with accounting principles generally accepted in the United States of America ("GAAP"), establishing and maintaining internal controls over financial reporting and evaluating the effectiveness of such internal controls over financial reporting. Our independent registered public accounting firm is responsible for (i) auditing the Company's consolidated financial statements in accordance with the standards of the Public Company Accounting Oversight Board ("PCAOB") and for expressing an opinion on the conformity of the financial statements with GAAP and (ii) auditing our internal controls over financial reporting in accordance with such standards and for expressing an opinion as to the effectiveness of those controls.

The Audit Committee assists the Board of Directors in fulfilling its responsibility to oversee management's implementation of our financial reporting process and the audits of our consolidated financial statements and our internal controls over financial reporting. In this regard, the Audit Committee meets periodically with management, our internal auditor and our independent registered public accounting firm. The Audit Committee is directly responsible for the appointment, compensation, retention and oversight of our independent registered public accounting firm. As part of fulfilling this responsibility, the Audit Committee engages in an annual evaluation of, among other things, our independent registered public accounting firm's qualifications, competence, integrity, expertise, performance, independence and communications with the Audit Committee, and whether our independent registered public accounting

firm should be retained for the upcoming year's audit. The Audit Committee discusses with the Company's internal auditor and our independent registered public accounting firm the overall scope and plans for their respective audits. The Audit Committee meets with the Company's internal auditor and our independent registered public accounting firm, with and without management present, to discuss the results of their examinations, their evaluations of the Company's internal controls, and the overall quality of the Company's financial reporting. The Audit Committee reviews significant audit findings together with management's responses thereto. The Audit Committee performs other activities throughout the year, in accordance with the responsibilities of the Audit Committee specified in the Audit Committee charter.

In its oversight role, the Audit Committee reviewed and discussed our audited consolidated financial statements and our internal controls over financial reporting with management and with Ernst & Young LLP ("E&Y"), our independent registered public accounting firm for fiscal year 2019. Management and E&Y indicated that our consolidated financial statements as of and for the year ended September 30, 2019 were fairly stated in accordance with GAAP and that our internal controls over financial reporting were effective as of September 30, 2019. The Audit Committee discussed with E&Y and management the significant accounting policies used and significant estimates made by management in the preparation of our audited consolidated financial statements, and the overall quality, not just the acceptability, of our consolidated financial statements and management's financial reporting process. The Audit Committee and E&Y also discussed any issues deemed significant by E&Y or the Audit Committee, including critical audit matters addressed during the audit and the matters required to be discussed pursuant to PCAOB Auditing Standard 1301 and included in the Auditor's Report, the rules of the SEC and other applicable regulations.

E&Y has provided to the Audit Committee written disclosures and the letter required by applicable requirements of the PCAOB regarding the independent registered public accounting firm's communications with the audit committee concerning independence, and the Audit Committee discussed with E&Y the firm's independence. The Audit

2020 Proxy Statement | 35

ZEQ.=1,SEQ=43,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=47967,FOLIO='35',FILE='DISK126:[19ZCY2.19ZCY14102]DJ14102A.;4',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

AUDIT COMMITTEE REPORT

Committee also concluded that E&Y's provision of other permitted non-audit services to us and our related entities is compatible with E&Y's independence.

Based on its review of the audited financial statements and the various discussions noted above,

the Audit Committee recommended to our Board that the audited financial statements be included in our Annual Report on Form 10-K for our fiscal year ended September 30, 2019, filed with the SEC.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Submitted by the Audit Committee
Donald F. Robillard, Jr., Chairman Delaney M. Bellinger Kevin G. Cramton Edward B. Rust, Jr. John D. Zeglis

end of user-specified TAGGED TABLE

36 | 2020 Proxy Statement

ZEQ.=2,SEQ=44,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=970791,FOLIO='36',FILE='DISK126:[19ZCY2.19ZCY14102]DJ14102A.;4',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

COMPENSATION COMMITTEE REPORT

The Human Resources Committee of the Company has reviewed and discussed with management the following section of this proxy statement entitled "Executive Compensation Discussion and Analysis" ("CD&A") as required by Item 402(b) of Regulation S-K. Based on such review and discussions, the Human Resources Committee

recommended to the Board that the CD&A be included in this proxy statement and incorporated by reference into the Company's Annual Report on Form 10-K for the fiscal year ended September 30, 2019. This report is provided by the following Directors, who comprise the Human Resources Committee:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Thomas A. Petrie, Chairman Randy A. Foutch José R. Mas Mary M. VanDeWeghe

end of user-specified TAGGED TABLE

2020 Proxy Statement | 37

ZEQ.=1,SEQ=45,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=880410,FOLIO='37',FILE='DISK126:[19ZCY2.19ZCY14102]DK14102A.;55',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

In this discussion and analysis, we describe our compensation philosophy and program for our named executive officers ("named executive officers") whose compensation is set forth in the Summary Compensation Table and other compensation tables included in this proxy statement. For the year ended September 30, 2019, our named executive officers included the following individuals:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Officers Title
John W. Lindsay President and Chief Executive Officer
Mark W. Smith Senior Vice President and Chief Financial Officer
Robert L. Stauder Senior Vice President and Chief Engineer of Drilling Subsidiary
Cara M. Hair Vice President, Corporate Services and Chief Legal and Compliance Officer
John R. Bell Vice President, Offshore and International Operations of Drilling Subsidiary

end of user-specified TAGGED TABLE

Overall Executive Compensation Philosophy

Our Human Resources Committee (referred to in this section as the "Committee") has the responsibility for establishing, implementing and monitoring our executive compensation program. All compensation decisions relating to our CEO, CFO and the other named executive officers are made by the Committee. For purposes of determining named executive officer compensation, the Committee generally meets at least quarterly throughout the fiscal year to:

Following the end of each fiscal year, the Committee meets to consider and determine bonus compensation for the completed fiscal year, salary adjustments and equity-based compensation awards. The Committee also considers executive

compensation plan performance objectives for the next fiscal year and recommends the same for approval by the Board. Generally, the elements of compensation and benefits provided to our named executive officers are the same as those provided to other key employees. We do not offer employment contracts to our named executive officers.

The primary goals of our executive compensation program are to:

We evaluate the performance of our executives over both short-term and multi-year periods. To align the interests of our executives with those of our stockholders, our executive compensation program is designed to place a substantial emphasis on variable compensation which is based on both the Company's stock price performance and our executives' achievement of short- and long-term corporate goals that enhance stockholder value.

38 | 2020 Proxy Statement

ZEQ.=1,SEQ=46,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=804293,FOLIO='38',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

Executive Compensation Practices

The table below highlights compensation practices we have implemented because we believe they drive performance, as well as practices we have not

implemented because we do not believe they would serve our stockholders' long-term interests.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

What We Do What We Do Not Do
✔ We pay our named executive officers based on their impact on the Company's achievement of its strategic goals by making a significant portion of their target
compensation performance-based and at-risk. ✘ We do not have employment contracts with our named executive officers.
✔ Our performance-based compensation varies based on our actual performance. ✘ We do not reprice performance-based incentives to pay out in the event that the Company falls short of its performance goals.
✔ The Committee engages in a multi-step target-setting process to establish the composition of our named executive officers' compensation, including reviewing market
and survey data sourced from our peer group of companies and general industry. ✘ We do not provide tax gross-ups or compensation programs to our named executive officers that are not available to all employees.
✔ We emphasize long-term equity incentives and utilize caps on potential payments, clawback provisions, reasonable retention strategies, and performance targets to
mitigate risk in our compensation programs. ✘ We do not maintain compensation programs that we believe incentivize misbehavior by named executive officers or other employees of the Company.
✔ We have modest post-employment benefits and have included double-trigger change in control provisions in all equity awards since our 2017 fiscal year. ✘ We do not provide significant additional benefits to named executive officers that differ from those provided to all other employees.
✔ We have stock ownership and retention guidelines intended to align management and stockholder interests. ✘ We expressly prohibit our named executive officers, Directors and employees from hedging and pledging and from the use of margin accounts related to the Company's
stock.
✔ The Committee retains an expert, independent compensation consulting firm for the purpose of advising on executive compensation practices. ✘ The compensation consulting firm is not permitted to provide any other services to the Company that would compromise its ability to provide independent advice to
the Committee concerning executive compensation practices.

end of user-specified TAGGED TABLE

Compensation Components

The executive compensation program for our named executive officers for fiscal year 2019 consisted of the following elements:

As illustrated by the charts below, our CEO and other named executive officers have a majority of their compensation tied to elements that are designed to align their incentives with the Company's success in achieving its financial and strategic goals.

2020 Proxy Statement | 39

ZEQ.=2,SEQ=47,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=842396,FOLIO='39',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

Furthermore, a majority of the compensation that is tied to Company performance is in the form of restricted stock vesting over a period of four years

and performance share units vesting over a period of three years.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

end of user-specified TAGGED TABLE

  • These charts exclude small amounts of compensation attributable to changes in pension value and non-qualified deferred compensation.

We believe that our executive compensation program is well-designed to achieve its primary goals. To ensure that management's interests are aligned with those of our stockholders and to motivate and reward individual initiative and effort, a substantial portion of our named executive officers' compensation is at-risk and will vary above or below target levels commensurate with Company performance. We emphasize performance-based compensation that rewards executives for delivering financial, operational, and strategic results that meet or exceed pre-established goals set annually by the Committee

under our Annual Short-Term Incentive Bonus and Long-Term Incentive Equity Compensation programs. Additionally, we further align the interests of our executives with those of stockholders and the long-term interests of the Company through stock ownership requirements as well as grants under our Long-Term Incentive Equity Compensation program consisting of restricted shares and performance share units. Each of these principal components of compensation for named executive officers is described in further detail below.

BASE SALARY

We provide named executive officers and other employees with a base salary to compensate them for their services. Base salaries of named executive officers are targeted to generally fall within a range around the median level of base salaries of similarly-situated executives of companies included in our Compensation Peer Group, as described beginning on page 49. If the base salary of any of our named executive officers consistently falls below this range, then the Committee will consider market adjustments

to that named executive officer's base salary. Salary levels are typically considered annually as part of our review process as well as upon a promotion. Consistent with our compensation practice for all employees, named executive officers may receive no salary increase, a percentage salary increase based on cost of living adjustments, or greater increases as a result of market adjustments, changes in duties or retention considerations.

PERFORMANCE-BASED COMPENSATION COMPONENTS

COMMAND=ADD_STYLE,"margin-left:0pt;text-indent:-0pt;" Annual Short-Term Incentive Bonus Plan

The Annual Short-Term Incentive Bonus Plan (the "STI Plan") is a cash incentive plan that provides annual non-equity incentive-based compensation.

These cash incentive awards are designed to reward short-term performance and achievement of strategic goals. Combined salaries and target bonus levels are intended to generally approximate the median of the Compensation Peer Group's combined salary and annual cash bonus levels.

40 | 2020 Proxy Statement

ZEQ.=3,SEQ=48,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=603204,FOLIO='40',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

The STI Plan is structured to be funded, in the aggregate, at an amount equal to 1% of our earnings before interest, taxes, depreciation, and amortization ("EBITDA"). This amount is allocated 40% to the CEO and 15% is allocated to each of the other four current named executive officers. Notwithstanding the

size of the funding pool, no bonus in excess of $5,000,000 may be paid to any named executive officer under the STI Plan. In addition, each named executive officer is assigned a threshold, target and reach bonus award opportunity expressed as a percentage of base salary.

For fiscal year 2019, these bonus award opportunities were set as follows and do not include the potential bonus adjustment described below:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Threshold — ​ Target — ​ Reach — ​
Chief Executive Officer 40% 100% 130%
Other Named Executive Officers 25% 75% 100%

end of user-specified TAGGED TABLE

For fiscal year 2019, each named executive officer's bonus opportunity under the STI Plan is based upon three weighted corporate performance criteria. These performance criteria and their weightings are: earnings per share ("EPS") (35%); return on invested capital ("ROIC") (35%); and EBITDA (30%). At the beginning of each fiscal year, the Committee establishes (and recommends for approval by the full Board) the STI Plan amounts and the allocation among the named executive officers, as well as the assignment of a threshold, target, and reach objective for each performance criterion. The target objective is established based upon the operating and capital budget approved by the Board, which is developed from our base case financial forecast for the coming year, an analysis of our business units, and certain assumptions about our business and operating environment. From that base case, we further develop upside and downside scenarios by adjusting the assumptions used in our financial modeling. The Committee also considers previous years' goals and the previous years' actual achievement when evaluating the rigor of the Company's financial performance objectives.

Financial results are compared to plan objectives in order to determine the amount of each named executive officer's bonus. If financial results fall between the threshold and target objectives or the target and reach objectives, then bonuses are proportionately increased as a result of the threshold or target objective, as applicable, being exceeded. Notwithstanding the other provisions of the STI Plan, the Committee has the right to reduce or eliminate any bonus due to a named executive officer based upon the Committee's evaluation of individual performance, and the Committee has the discretion to adjust performance criteria during a fiscal year if, for example, the initially-established performance criteria are rendered unrealistic in light of circumstances beyond the control of the Company and its management. Before applying the corporate performance criteria for fiscal year 2019, adjustments were made to the Company's results in order to account for the impact of the impairment of excess capital spares and drilling support equipment, mark-to-market loss on the Company's securities portfolio and certain other discrete, one-time items, such as loss from discontinued operations.

The approved corporate performance criteria for fiscal year 2019 were:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Threshold — ​ Target — ​ Reach — ​
Earnings Per Share $0.50 $1.95 $2.56
Return on Invested Capital 1.5% 4.7% 6.0%
EBITDA $686,000,000 $910,000,000 $1,004,000,000

end of user-specified TAGGED TABLE

The bonus, if any, is then subject to being increased or decreased by up to 100% based on the Committee's overall assessment of our rig utilization, dayrates, market share relative to our broader U.S. land drilling peer group, total stockholder returns relative to both the returns of our Compensation Peer Group and all companies within our broader U.S. land drilling peer group, and our performance with

respect to implementation of certain strategic Company initiatives that may vary from year to year (collectively, "strategic objectives"). No specific criteria or objectives are used by the Committee when assessing performance with respect to these strategic objectives. Whether the bonus of a named executive officer is increased or decreased is primarily dependent upon the Committee's judgment

2020 Proxy Statement | 41

ZEQ.=4,SEQ=49,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=216098,FOLIO='41',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

as to the named executive officer's effectiveness in facilitating the achievement of the Company's strategic objectives.

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Long-Term Equity Incentive Compensation

The Helmerich & Payne, Inc. 2016 Omnibus Incentive Plan (the "2016 Plan") was approved by our stockholders at the Company's 2016 Annual Meeting of Stockholders. The 2016 Plan governs all stock-based awards granted on or after March 2, 2016. Stock-based awards granted prior to March 2, 2016 are governed by either our 2005 Long-Term Incentive Plan (the "2005 Plan") or 2010 Long-Term Incentive Plan (the "2010 Plan"). The 2016 Plan allows the Committee to design stock-based compensation programs to encourage growth of stockholder value and allow key employees and non-employee Directors to participate in the long-term growth and profitability of the Company. Approximately 250 employees (including the named executive officers) and non-employee Directors receive stock-based awards on an annual basis. Equity award levels are determined based on, among other things, market data, and vary among participants based on their positions.

Under the 2016 Plan, the Committee may grant nonqualified stock options, performance share unit awards, restricted stock awards, cash awards, stock appreciation rights and other awards to selected employees and non-employee Directors. Also, the Committee may grant incentive stock options to selected employees under the 2016 Plan. During fiscal year 2019, the Committee only awarded performance share units and time-vested restricted stock to participants. Prior to fiscal year 2019, the Committee awarded non-qualified stock options and time-vested restricted stock to participants.

A total of 6,600,000 shares of common stock have been authorized for award under the 2016 Plan. With the exception of new employees or non-employee Directors, the Committee generally only approves annual stock-based awards at its meeting after the

end of each fiscal year. The Committee selected this time period for review of executive compensation since it coincides with executive performance reviews and allows the Committee to receive and consider final fiscal year financial information. Newly-hired employees or newly-appointed Directors may be considered for stock-based awards at the time they join the Company. Occasional exceptions to this policy may occur as dictated by retention considerations or market factors.

Performance Share Units

Beginning in fiscal year 2019, we replaced stock options with performance share units as a component of our executive compensation program. For grants of performance share units in fiscal year 2019, the Committee used total stockholder return ("TSR") versus our Compensation Peer Group as the metric which will determine the number of shares that vest during the performance period ("relative TSR"). Each performance share unit award consists of two elements, one of which is based on the Company's relative TSR over the entire three-year vesting period and the other of which will be divided into annual tranches and determined based on the Company's one-year relative TSR for each year of the vesting period. The portion of performance share units that is computed based on the Company's one-year relative TSR for the first and second years of the vesting period will not vest until the conclusion of the three-year term of the performance share unit award.

We believe that the performance share units, based upon a measurement of relative TSR, reflect the full value created for our stockholders as they measure both the Company's stock price appreciation and dividends against those of our Compensation Peer Group. Performance share units are paid in full-value shares. In order to further protect stockholder interests, executives' award agreements include a provision that caps awards at the target number of shares in the event the Company has a negative absolute TSR over the measurement period regardless of whether the Company's relative TSR exceeds the median TSR of its peers.

42 | 2020 Proxy Statement

ZEQ.=5,SEQ=50,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=366467,FOLIO='42',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

The complete payout table for the Company's performance share units is shown below:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

The Company's TSR Percentile Ranking Relative to the Applicable Peer Group — ​ The Company's Performance Percentage / Vested Percentage of the Subject RSUs — ​ The Company's Performance Category — ​
Greater than or Equal to 85 th Percentile 200% Maximum Performance
Equal to 75 th Percentile 150%
Equal to 65 th Percentile 125%
Equal to 55 th Percentile 100% Target Performance
Equal to 45 th Percentile 75%
Equal to 35 th Percentile 50% Threshold Performance
Less than 35 th Percentile 0% Below Threshold Performance

end of user-specified TAGGED TABLE

Restricted Stock

There is competitive pressure in the oil and gas drilling sector to attract and retain qualified executives and employees whose knowledge and skill-set provide us with a competitive advantage. Our experience leads us to believe that awards of restricted stock improve our employee retention and help ensure that our compensation packages remain competitive with compensation packages offered by our peers who, from time to time, may desire or attempt to lure away our top talent. We believe that it is important to include restricted stock awards as a component of our long-term equity incentive compensation because they help us attract and retain employees across a greater variety of economic scenarios. In the event that the Company's stock price declines below its strike price due to exogenous factors, a stock option may not recover intrinsic value while a restricted stock award generally retains some

value and this provides an ongoing retention incentive, even if the value is less than it was at the time of the award's grant. The value of the award remains tied to the performance of the Company's stock and employees who receive such awards are incentivized to ensure that the Company performs well throughout the award's vesting period and for as long as they hold the vested stock. Since 2009, the Committee has annually awarded time-vested restricted stock to the named executive officers and other key employees. Generally, all employee restricted stock awards are structured to vest at a rate of 25% per year beginning on the first anniversary of the date of grant. During the restriction period, the participant receives quarterly payments from us equal to quarterly dividends and has the right to vote restricted shares. Unvested restricted stock is forfeited if the participant leaves the Company and is not retirement eligible.

RETIREMENT

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Pension Plans

Prior to October 1, 2003, most of the Company's full-time employees, including certain current named executive officers, participated in our qualified Employee Retirement Plan (the "Pension Plan"). Certain named executive officers also participated in our non-qualified Supplemental Pension Plan. Effective October 1, 2003, we revised both the Pension Plan and the Supplemental Pension Plan to close the plans to new participants and reduced benefit accruals for current participants through September 30, 2006, at which time benefit accruals were discontinued and the plans frozen.

The fiscal 2019 year-end present value of accumulated benefits for each of our current

named executive officers is shown in the Pension Benefits for Fiscal Year 2019 table on page 60.

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Savings Plans

Savings plans are designed to help employees, especially long-service employees, save and prepare for retirement. We sponsor a qualified and supplemental savings plan as described below.

Our 401(k)/Thrift Plan (the "Savings Plan") is a tax-qualified savings plan pursuant to which most employees paid in U.S. dollars, including our named executive officers, are able to contribute to the Savings Plan on a before-tax basis the lesser of up

2020 Proxy Statement | 43

ZEQ.=6,SEQ=51,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=184201,FOLIO='43',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

to 100% of their annual compensation or the dollar limit prescribed annually by the Internal Revenue Service (the "IRS"). We match 100% of the first 5% of cash compensation that is contributed to the Savings Plan subject to IRS annual compensation limits ($280,000 for 2019). All employee contributions are immediately vested and matching contributions are subject to a six-year graded vesting schedule.

In addition to the Savings Plan, our named executive officers and certain other eligible employees can participate in the Supplemental Savings Plan, which

is a non-qualified savings plan. Pursuant to the Supplemental Savings Plan, a participant can contribute between 1% and 40% of the participant's cash compensation to the Supplemental Savings Plan on a before-tax basis. If the participant has not received the full Company match of the first 5% of pay in the Savings Plan, then the balance of the match could be contributed to the Supplemental Savings Plan. The Nonqualified Deferred Compensation for Fiscal Year 2019 table on page 61 contains additional Supplemental Savings Plan information for our named executive officers.

OTHER BENEFITS

Our named executive officers are provided with other benefits, including perquisites and relocation benefits, that the Company and the Committee believe are reasonable. The Committee annually reviews the levels of these benefits provided to our named executive officers. The compensation associated with these benefits is included in the "All Other Compensation" column of the Summary Compensation Table on page 54 and a brief explanation of these benefits is shown in footnote 7 to such table. A more detailed explanation of our aircraft policy is provided below.

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Company Aircraft

With the approval of the CEO, our aircraft may be used by our named executive officers and other employees for business purposes. Many of our operations and offices are in remote locations, so our aircraft provide a more efficient use of employee time and improved flight times than are available

commercially. Our aircraft also provide a more secure traveling environment where sensitive business issues may be discussed.

The Chairman of our Board of Directors and our CEO are each allocated 10 hours of personal use of our aircraft annually without reimbursement to us. The time attributable to attendance at board meetings of publicly-held companies is not counted against the 10-hour limitation. Any personal use in excess of this allotment is permitted only under extraordinary circumstances. Under extraordinary circumstances and with the approval of the CEO, the other named executive officers are permitted personal use of our aircraft, without reimbursement to us.

For tax purposes, imputed income is assessed to each named executive officer for his or her own or his or her guests' personal travel based upon the Standard Industrial Fare Level of such flights during the calendar year.

Compensation Decisions for Fiscal Year 2019

Generally, 2019 was a challenging year for oilfield services companies. As discussed in our 2019 Form 10-K, heading into 2019, industry activity levels were too high relative to the exploration and production companies ("E&Ps") established 2019 capital budgets. In order to meet their capital budgets, many E&Ps cut back on activity, including drilling, over the course of calendar year 2019. Consequently, during the 2019 fiscal year, our total operating rig count fell by 41 rigs. We began fiscal year 2019 with 232 rigs in operation in our U.S. Land segment; at the close of fiscal year 2019, our active rig count in the U.S. Land segment was 194, with most of those at super-spec capacity. Rig count in

our Offshore segment held steady during fiscal year 2019, with six of our eight offshore rigs under contract. Rig count in our International Land segment also fell slightly; we began fiscal year 2019 with 21 rigs in operation in our International Land segment and at the close of fiscal year 2019, our active rig count in the segment was 18. In light of the market conditions and negative trends in rig activity, maintaining market share and dayrates was challenging. However, our total stockholder return relative to our Compensation Peer Group was in the 87 th percentile for the last fiscal year, the 89 th percentile over the last three fiscal years, and the 95 th percentile over the last five fiscal years. We accreted cash, bought back one million shares of our

44 | 2020 Proxy Statement

ZEQ.=7,SEQ=52,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=426317,FOLIO='44',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

common stock, and maintained our quarterly dividend of $0.71 per share of common stock. For fiscal year 2019, we also achieved the goals designated as strategic objectives by the Committee, which contributed to producing strong financial results.

Throughout fiscal year 2019, we served our customers well, invested in upgraded equipment and associated services with an eye toward the future, and continued to deliver value to our stockholders.

The Company's approved corporate performance criteria for fiscal year 2019 and the Company's achievement with respect to each metric are shown below:

COMMAND=ADD_TABLEWIDTH,"130%" User-specified TAGGED TABLE

Threshold — ​ Target — ​ Reach — ​ Actual Performance* — ​
Earnings Per Share $0.50 $1.95 $2.56 $1.79
Return on Invested Capital 1.5% 4.7% 6.0% 4.5%
EBITDA $686,000,000 $910,000,000 $1,004,000,000 $805,000,000

end of user-specified TAGGED TABLE

  • Adjusted to eliminate the impact of impairment of excess capital spares and drilling support equipment, mark-to-market loss on the Company's securities portfolio and certain other discrete, one-time items.

The Committee determined that the fiscal year 2019 threshold objectives for EPS, ROIC and EBITDA were exceeded, but that the targets for each metric had not been reached. In light of the Company's performance with respect to our three corporate performance criteria, the Committee determined that our bonus award structure would generate non-equity incentive compensation payments of 88% of base salary for our CEO and 65% for our other named

executive officers, which are below the target bonus percentages noted above.

In addition, the Committee determined that our CEO and other current named executive officers had achieved favorable results with respect to certain strategic objectives. The strategic objectives that were considered in the evaluation of whether to increase or decrease bonuses included the following:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Strategic Objective Key Accomplishments
Design and implementation of new strategy for pricing and marketing within our U.S. Land operating segment • Instituted system for consolidating and utilizing public industry data with our proprietary data, which provides greater visibility into our performance versus our competitors and enables us to proactively forecast rig
needs by customer and region • Implemented new governance processes for pricing of our performance-driven drilling solutions
Growth within our International Land operating segment • Delivered the Company's first super-spec rigs for use outside of the United States • Developed comprehensive policies and framework for utilizing expatriate employees • Signed letters of intent to deploy two rigs in the United Arab Emirates, one rig in Bahrain and one rig in Colombia • Established framework for further international growth for drilling services and technology
Design and implementation of new strategy for our Offshore operating segment • Completed evaluation of pricing framework for offshore work • Created new subsidiary to align our legal entity structure with our financial reporting segments

end of user-specified TAGGED TABLE

2020 Proxy Statement | 45

ZEQ.=8,SEQ=53,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=538110,FOLIO='45',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Strategic Objective Key Accomplishments
Continued innovation and achievement of certain benchmarks in our Helmerich & Payne Technologies operating segment • Deployed AutoSlide SM , a technology solution that fully automates the control of mud motors while sliding during the vertical, the curve, and the lateral hole sections during horizontal drilling operations, in
four major basins in the United States • Made substantial progress on the Company's path towards autonomous drilling
Implementation of safety initiatives and achievement of certain safety goals • Improved pre-job planning tools as a means for reducing incidents with the potential for serious injuries or fatalities • Year-over-year reduction in incidents related to handling of tubulars • Year-over-year 10% increase in seatbelt usage among employees, based on the Company's internal tracking of self-reported seatbelt use
Continued organizational health improvement We believe that our Company's culture is an important competitive advantage and, to that end, we: • Continued our focus on communicating and implementing the Company's forward-looking strategy • Developed improved interview guides with focus on organizational health and finding employees who exhibit behaviors consistent with the Company's culture • Revised our onboarding programs to emphasize Company culture and organizational health concepts
Implementation of corporate governance and finance initiatives • Upsized our revolving credit facility from $300 million to $750 million, increasing the Company's financial resources and flexibility • Moved the Company's outstanding public debt to Helmerich & Payne, Inc. and eliminated subsidiary guarantees • Instituted new systems for financial planning across the organization and took measures to optimize working capital • Reorganized our active International Land drilling operations and our Offshore Drilling operations into separate, wholly-owned subsidiaries

end of user-specified TAGGED TABLE

46 | 2020 Proxy Statement

ZEQ.=9,SEQ=54,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=247462,FOLIO='46',FILE='DISK126:[19ZCY2.19ZCY14102]DL14102A.;34',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

The Committee also considered the Company's financial performance and achievement of strategic objectives in light of the conditions in the international energy markets and the oilfield services sector in particular. After considering these factors, the Committee determined that the annual bonus for the CEO and the other current named executive officers, as a group, should be increased by 75%. This adjustment was intended to both recognize the achievements of the CEO and named executive officers in the face of challenging operating conditions and to ensure that the Company's short-term incentive remains competitive with the companies in our Compensation Peer Group in light of our relative performance. After application of the 75% bonus modifier, our CEO's bonus was set at 153.9% of base salary and the other named executive officers' bonuses were set at 113.7% of base salary. Please refer to the "Bonus" and "Non-Equity Incentive Plan Compensation" columns of the Summary Compensation Table on page 54 for actual bonuses paid.

In fiscal year 2019, our named executive officers were also awarded performance share units and restricted stock as shown in the Grants of Plan-Based Awards in Fiscal Year 2019 table on page 56 and in the "Stock Awards" column of the

Summary Compensation Table on page 54. In making these awards, the Committee applied the methodology discussed above and considered the retention effect of these awards in light of a competitive business climate, individual and corporate performance and the value and type of equity awards made by competitors.

For calendar year 2020, our President and CEO, Mr. Lindsay, and our Vice President of Offshore and International Operations, Mr. Bell, received base salary adjustments of 5%, our Vice President, Corporate Services and Chief Legal and Compliance Officer, Ms. Hair, received a base salary adjustment of 8% and our other named executive officers received base salary adjustments of 3%. By comparison, for calendar year 2019, our CEO, Mr. Lindsay, received a base salary adjustment of 4.4%, our Senior Vice President and CFO, Mr. Smith, received a base salary adjustment of 17.6%, our Vice President, Corporate Services and Chief Legal and Compliance Officer, Ms. Hair, received a base salary adjustment of 12.2% and our other named executive officers received base salary adjustments of 3.0%. All adjustments for both calendar years 2019 and 2020 were market-based adjustments that were evaluated and recommended by our independent compensation consultant and approved by the Committee.

Actions Pertaining to Fiscal Year 2020 Short-Term Incentive Bonus Compensation

In November 2019, the Committee approved target short-term incentive bonus compensation opportunities for each of our named executive officers for fiscal year 2020.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Named Executive Officer — ​ 2019 STI Target % — ​ 2020 STI Target % — ​
John Lindsay, President and Chief Executive Officer 100 % 110 %
Mark Smith, Senior Vice President and Chief Financial Officer 75 % 90 %
Robert Stauder, Senior Vice President and Chief Engineer, Drilling Subsidiary 75 % 75 %
Cara Hair, Vice President, Corporate Services and Chief Legal and Compliance Officer 75 % 75 %
John Bell, Vice President, Offshore and International Operations, Drilling Subsidiary 75 % 75 %

end of user-specified TAGGED TABLE

The target opportunity increases for Mr. Lindsay and Mr. Smith are based on data provided by our independent compensation consultant and took into account data from our Compensation Peer Group and the general market environment. The adjustment to Mr. Lindsay's target opportunity brought his target

opportunity in line with the 25 th percentile in our Compensation Peer Group. The adjustment to Mr. Smith's target opportunity brought his target opportunity in line with the 50 th percentile in our Compensation Peer Group.

2020 Proxy Statement | 47

ZEQ.=1,SEQ=55,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=589747,FOLIO='47',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

Role of Executive Officers in Compensation

The Committee annually evaluates the performance of the CEO and other named executive officers and determines their compensation in light of the objectives of our compensation program. The CEO provides an annual assessment of his performance and the performance of the other named executive officers. The CEO, with the assistance of the Vice President, Corporate Services, provides to the Committee data, analysis, and suggested base salary adjustments and equity compensation for the other named executive officers. This input from management is considered by the Committee when

making its compensation decisions. The Vice President, Corporate Services also reviews the compensation consultant's annual draft of its compensation analysis (discussed below) and provides comments for the consultant's consideration. She also attends Committee meetings and provides requested information to the Committee. Except for discussing individual performance objectives with the CEO, the other named executive officers do not otherwise play a role in their own compensation decisions.

Role of Compensation Consultant

Pay Governance, the Committee's independent compensation consultant for 2019, provided reports to the Committee throughout the year containing research, market data, survey information, and information regarding trends and developments in executive compensation. At the Committee's request, the independent compensation consultant advises the Committee on all principal aspects of executive compensation, including the competitiveness of program design and award values. The independent compensation consultant ordinarily provides the Committee, on an annual basis, with a final written executive compensation analysis with respect to the named executive officers. The written analysis generally addresses, among other things, the following:

The Committee generally reviews the compensation of the named executive officers in November or December following the end of a particular fiscal year. The Committee's independent compensation consultant is generally tasked with preparing materials to help the Committee analyze the effectiveness of the Company's compensation programs and the Company's positioning relative to

its Compensation Peer Group. The independent compensation consultant may also be asked to prepare reports in connection with other meetings of the Committee where elements of executive compensation or director compensation are discussed. During calendar year 2019, Pay Governance participated in four meetings and produced reports that were considered in four Committee meetings.

The Committee's compensation consultant periodically provides the Committee with a written director compensation analysis. The Committee reviews the analysis and determines whether to recommend to our Board any changes to the compensation program for non-employee directors. The named executive officers do not play a role in determining or recommending the amount or form of director compensation.

The independent compensation consultant reports directly to the Committee although it may meet with management from time to time to gather information or to obtain management's perspective on executive compensation matters. The Committee has the sole authority under its Charter to retain, at our expense, or terminate the compensation consultant at any time. In addition, the Committee may conduct or authorize investigations of matters within its scope of responsibilities and may retain, at our expense, independent counsel or other advisors as it deems necessary.

48 | 2020 Proxy Statement

ZEQ.=2,SEQ=56,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=361672,FOLIO='48',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

The Committee has considered the independence of Pay Governance in light of SEC rules and NYSE listing standards. The Committee requested and received a letter from Pay Governance addressing its independence, including the following factors:

The Committee discussed these considerations, including the fact that Pay Governance provides no additional services to the Company or management. The Committee concluded that there was no conflict of interest present and that Pay Governance provided the Committee with appropriate assurances and confirmation of its independent status as the Committee's advisor.

Change of Compensation Consultant

During calendar year 2019, the Committee conducted a request for proposals process and selected Willis Towers Watson as its new compensation consultant to replace Pay Governance, beginning in December 2019. This change was not as a result of any difference of opinion between the Committee and Pay

Governance, but rather as part of a regular evaluation process intended to provide the Committee with diverse and new perspectives with respect to our executive compensation program.

Effect of Stockholder Say-on-Pay Vote on Executive Compensation Decisions

Our Board and the Committee value the continued interest and feedback of our stockholders regarding our executive compensation decisions. Our stockholders vote on a say-on-pay proposal each year and the Board and the Committee carefully review the voting results from the advisory vote on executive compensation (commonly known as a say-on-pay proposal) and other stockholder input when making decisions concerning executive compensation. At our 2019 Annual Meeting of

Stockholders, approximately 96% of the votes cast on the say-on-pay proposal were in favor of our named executive officers' compensation as disclosed in the proxy statement for that meeting. Based on the very high level of support shown for our executive compensation plan in the voting results from our 2019 Annual Meeting of Stockholders, the Committee determined that no changes to our executive compensation policies and decisions were necessary.

Determining Executive Compensation

In making compensation decisions, the Committee compares each element of compensation against a peer group of publicly-traded contract drilling and oilfield service companies (collectively "Compensation

Peer Group") and against published survey data. The Compensation Peer Group consists of companies that are representative of the types of companies that we compete against for talent.

2020 Proxy Statement | 49

ZEQ.=3,SEQ=57,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=71067,FOLIO='49',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

The companies currently included in our Compensation Peer Group are as follows:

COMMAND=ADD_TABLEWIDTH,"110%" User-specified TAGGED TABLE

Company — ​ Market Capitalization (at September 30, 2019) — ​ Enterprise Value (at September 30, 2019) — ​ Revenue (TTM from September 30, 2019) — ​
Baker Hughes Company $23,816,000,000 $28,934,378,000 $23,755,000,000
Diamond Offshore Drilling, Inc. $765,580,000 $2,681,087,000 $936,790,000
Nabors Industries Ltd. $679,666,000 $4,192,318,000 $3,111,202,000
National Oilwell Varco, Inc. $8,181,004,000 $10,210,004,000 $8,596,000,000
Noble Corporation plc $316,462,000 $4,276,856,000 $1,161,242,000
Oceaneering International, Inc. $1,340,495,000 $1,968,971,000 $1,982,409,000
Patterson-UTI Energy, Inc. $1,732,289,000 $2,566,648,000 $2,774,325,000
Precision Drilling Corp. $334,911,000 $1,461,208,000 $1,596,029,000
Superior Energy Services, Inc. $20,355,000 $1,148,844,000 $1,868,539,000
TechnipFMC plc $10,778,070,000 $11,446,970,000 $13,005,300,000
Transocean Ltd. $2,734,761,000 $10,838,761,000 $3,044,000,000
Valaris plc $951,765,000 $7,066,065,000 $1,940,100,000
Weatherford International plc $27,913,000 $53,913,000 $5,398,000,000

end of user-specified TAGGED TABLE

For Comparison, the Company's comparable statistics are shown here:

COMMAND=ADD_TABLEWIDTH,"110%" User-specified TAGGED TABLE

Company — ​ Market Capitalization (at September 30, 2019) — ​ Enterprise Value (at September 30, 2019) — ​ Revenue (TTM from September 30, 2019) — ​
Helmerich & Payne, Inc. $4,385,008,000 $4,463,461,000 $2,798,490,000

end of user-specified TAGGED TABLE

During calendar year 2019, there were changes in our Compensation Peer Group as set forth in our 2019 Proxy Statement. Rowan Companies plc merged with Ensco plc to form Ensco Rowan plc on April 11, 2019 (subsequently renamed Valaris plc effective July 31, 2019). Additionally, Weatherford International plc filed for Chapter 11 bankruptcy on July 1, 2019 and was delisted from the New York Stock Exchange on May 13, 2019 and Superior Energy Services, Inc. was delisted from the New York Stock Exchange on September 26, 2019. Consequently, for the performance share units awarded in calendar year 2019, our Compensation Peer Group was reduced to the eleven companies, including Valaris plc, which were not delisted during the year.

The Committee also uses survey data to assist in compensation decisions, including those instances in which a named executive officer's position or duties do not match the position or duties of Compensation Peer Group executives. This survey data includes oilfield services, energy, and general industry data. The surveys used are as follows:

The Committee sets target total direct compensation for named executive officers to generally approximate the median level of compensation paid to similarly-situated executives of the companies comprising the Compensation Peer Group, although in some instances there may be insufficient peer group data to provide a meaningful percentile ranking. Variations to this objective may occur as dictated by corporate performance, experience level, internal considerations, nature of duties, market factors, and retention issues. At the time the Committee makes compensation decisions, it uses prior fiscal year peer data and available survey data. As such, the data used by the Committee provides peer compensation comparisons on a historical basis which does not reflect the most recent year over year increase in peer compensation. Therefore, when the Committee annually sets compensation for our named executive officers, that compensation generally lags behind the current median of peer compensation. Similarly, the percentile ranking for total direct compensation (discussed above) could be overstated because such rankings are derived from dated peer compensation data.

50 | 2020 Proxy Statement

ZEQ.=4,SEQ=58,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=486064,FOLIO='50',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

A significant portion of total compensation is variable based on corporate performance and relative stockholder return. The Committee considers individual performance during its annual review of base salary and equity awards. However, no specific individual performance criteria or guidelines are used by the Committee as a controlling factor in the Committee's ultimate judgment and final decision. In deciding on the type and amount of executive compensation, the Committee focuses on both current pay and the opportunity for future compensation. The Committee does not have a specific formula for allocating each element of pay, but instead bases the allocation on peer and survey data and the Committee's judgment.

In fiscal year 2019, the Committee began utilizing an award mix of 50% performance share units and 50% time-based restricted stock, which the Committee believes will align the interests of executives with stockholders, as discussed on page 42. Prior to this fiscal year, during fiscal years 2017 and 2018, the Committee utilized an award mix of 50% stock options and 50% time-based restricted stock.

Equity awards are calculated based on an executive's base pay and the value of our common stock. Under this methodology, for fiscal year 2019, the Committee limited the value of annual equity awards to 500% of the CEO's base salary and 300% of the base salary of the other named executive officers. The Committee arrived at those values in the effort to approximate the median level of such compensation paid to similarly situated executives of the companies comprising the Compensation Peer Group. To determine the actual number of performance share units awarded to a named executive officer, the dollar value of the award is divided by the grant date fair value of a performance share unit, which is determined using a Monte Carlo simulation. The Monte Carlo simulation requires the use of highly subjective assumptions. For additional information on the valuation assumptions, refer to note 11, "Stock-Based Compensation," to our audited financial statements for the fiscal year ended September 30, 2019, included in the 2019 Form 10-K. Exceptions to our long-term incentive compensation policy have occurred and may occur in the future as dictated by retention considerations and market factors.

Clawback Rights

We are dedicated to performing with integrity and promoting accountability. We believe the Company must have the ability to recover performance-based compensation paid to executive officers and key employees in circumstances when misconduct has resulted in or contributed to a restatement of our financial statements or damage to the Company. As a result, we have two policies addressing recoupment of bonus and equity compensation from executive officers and certain other key employees.

The following is a summary of those policies:

2020 Proxy Statement | 51

ZEQ.=5,SEQ=59,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=138025,FOLIO='51',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

Executive Officer and Director Stock Ownership Guidelines

Because the Board believes in linking the interests of management and stockholders, the Board has adopted stock ownership guidelines for our named executive officers. Our Executive Stock Ownership Guidelines specify a number of shares that our named executive officers must accumulate and hold within five years of the later of the adoption of the guidelines or the appointment of the individual as a named executive officer. The CEO is required to own shares having a value of five times base salary, and the other named executive officers are required to own shares having a value of two times base salary.

The Board has adopted a similar policy applicable to Directors that requires ownership of shares having a value equal to two times annual compensation.

Trading, Hedging and Pledging Policies

Our Insider Trading Policy prohibits all directors, officers and employees from engaging in short-term (i.e., short-swing trading) or speculative transactions involving Company stock. Our Insider Trading Policy prohibits the purchase or sale of puts, calls, options and other derivative securities based on Company stock. Our Insider Trading Policy also prohibits short sales, margin accounts, hedging transactions, pledging of Company stock as collateral and, with the exception of Rule 10b5-1 trading plans as noted below, standing orders placed with brokers to sell or purchase Company stock.

Our Insider Trading Policy prohibits our directors, officers and employees from purchasing or selling Company stock while in possession of material, non-public information. As such, and in addition to our pre-clearance procedures, our directors,

executive officers and certain other employees are prohibited from buying or selling Company stock during our earnings period (which begins on the first day of the month following the close of a fiscal quarter and ends after the second full trading day following the release of the Company's earnings). However, we do permit our directors and employees to adopt and use Rule 10b5-1 trading plans. This allows directors and employees to sell and diversify their holdings in Company stock over a designated period by adopting pre-arranged stock trading plans at a time when they are not aware of material non-public information concerning the Company, and thereafter sell shares of Company stock in accordance with the terms of their stock trading plans without regard to whether or not they are in possession of material non-public information about the Company at the time of the sale.

Deductibility of Executive Compensation

In connection with making decisions on executive compensation, the Committee has previously taken into consideration the provisions of Section 162(m) of the Internal Revenue Code of 1986, as amended (the "Code"), which limited the deductibility by the Company for federal income tax purposes of certain categories of annual compensation in excess of $1 million paid to certain executive officers. The exemption from the Section 162(m) deduction limit for performance-based compensation was repealed by the Tax Cuts and Jobs Act, which was enacted on December 22, 2017, effective for taxable years beginning after December 31, 2017, such that compensation paid to our named executive officers in

excess of $1.0 million will not be deductible unless it qualifies for transition relief applicable to certain arrangements in place as of November 2, 2017. The repeal means that even performance-based compensation will be subject to the deduction limit of Section 162(m). Although the performance-based exemption under Section 162(m) of the Code was repealed, the Committee determined to retain the current structure, which was designed to qualify awards paid under the STI Plan as "performance-based compensation" for purposes of meeting the performance-based exemption under the Code, for fiscal year 2019.

52 | 2020 Proxy Statement

ZEQ.=6,SEQ=60,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=810557,FOLIO='52',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION DISCUSSION AND ANALYSIS

Potential Payments Upon Change-in-Control or Termination

CHANGE-IN-CONTROL

We have entered into change-in-control agreements with our named executive officers and certain other key employees. These agreements are entered into in recognition of the importance to us and our stockholders of avoiding the distraction and loss of key management personnel that may occur in connection with a rumored or actual change-in-control of the Company. These agreements contain a "double" trigger provision whereby no benefits will be paid to an executive unless both a change-in-control has occurred and the executive's employment is terminated after a change-in-control. We believe this arrangement appropriately balances our interests and the interests of executives since we make no payments unless a termination of employment occurs.

More specifically, if we actually or constructively terminate a named executive officer's employment within 24 months after a change-in-control other than for cause, disability, death, or the occurrence of a substantial downturn, or if any of our named executive officers terminates his or her employment for good reason within 24 months after a change-in-control (as such terms are defined in the change-in-control agreement), any unvested benefits under our Supplemental Savings Plan and Supplemental Pension Plan and any options or restricted stock granted to any of the named executive officers will fully vest and we will be required to pay or provide:

provided that the payments and benefits will be provided only if a named executive officer executes and does not revoke a release of claims in the form attached to the change-in-control agreement. No tax gross-ups are provided on payments made under these agreements. These agreements are automatically renewed for successive two-year periods unless terminated by us.

For more information regarding post-termination payments that we may be required to make to named executive officers in the event of a change-in-control, see the Potential Payments Upon Change-in-Control table on page 62.

Our 2005 Plan and 2010 Plan contain a provision whereby all stock options and restricted stock will automatically become fully vested and immediately exercisable in the event of a change-in-control, as defined in such plans. This provision was included in all equity plans in order to be consistent with market practice at the time the plans were approved by stockholders. However, similar to our change-in-control agreements, our 2016 Plan contains a "double trigger" provision whereby stock options, restricted stock and performance share units will vest in the event of a change-in-control and the executive's employment is subsequently terminated. The potential value of the acceleration of vesting of stock options and restricted stock upon a change-in-control is reflected in columns 6 and 7 of the Potential Payments Upon Change-in-Control table on page 62.

OTHER TERMINATION PAYMENTS

The Supplemental Pension Plan and Supplemental Savings Plan described on page 43 and quantified in the Pension Benefits for Fiscal Year 2019 and Nonqualified Deferred Compensation for Fiscal Year 2019 tables on

pages 60 and 61 provide for potential payments to named executive officers upon termination of employment for other than change-in-control.

2020 Proxy Statement | 53

ZEQ.=7,SEQ=61,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=165054,FOLIO='53',FILE='DISK126:[19ZCY2.19ZCY14102]DM14102A.;85',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

Summary Compensation Table

The following table includes information concerning compensation paid to or earned by our named executive officers listed in the table for the fiscal years ended September 30, 2019, 2018 and 2017.

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Name and Principal Position — ​ Year — ​ Salary (1) ($) — ​ Bonus (2) ($) — ​ Stock Awards (3) ($) — ​ Option Awards (4) ($) — ​ Non-Equity Incentive Plan Compensation (5) ($) — ​ Change in Pension Value and Nonqualified Deferred Compensation Earnings (6) ($) — ​ All Other Compensation (7) ($) — ​ Total ($) — ​
John W. Lindsay, 2019 984,450 643,668 4,784,455 — 858,224 77,388 382,864 7,731,049
President and Chief 2018 927,919 811,617 2,225,716 2,398,820 1,082,155 17,895 313,042 7,777,164
Executive Officer 2017 904,327 349,823 1,857,527 2,165,637 699,648 17,582 236,408 6,230,952
Mark W. Smith (8) , 2019 481,250 243,540 1,305,241 — 324,720 — 86,124 2,440,875
Senior Vice President and Chief Financial Officer 2018 177,083 214,285 426,147 426,165 285,715 — 43,765 1,573,160
Robert L. Stauder, 2019 499,712 240,526 1,472,427 — 320,701 61,706 124,737 2,719,809
Senior Vice President 2018 475,938 316,940 684,975 738,220 422,587 16,461 109,186 2,764,307
and Chief Engineer, Drilling Subsidiary 2017 463,838 130,128 562,990 656,368 260,258 80,340 88,268 2,242,190
Cara M. Hair, 2019 403,750 202,138 1,136,319 — 269,517 — 88,639 2,100,363
Vice President, 2018 356,563 244,599 465,395 501,566 326,132 — 44,204 1,938,459
Corporate Services and Chief Legal and Compliance Officer 2017 305,938 88,413 365,895 426,563 176,826 — 47,744 1,411,379
John R. Bell, 2019 376,510 184,736 1,130,829 — 246,314 17,214 93,039 2,048,642
Vice President, 2018 365,544 243,426 526,104 566,994 324,568 1,982 69,563 2,098,181
Offshore and International Operations, Drilling Subsidiary 2017 349,375 99,945 432,407 504,114 199,891 1,115 30,284 1,617,131

end of user-specified TAGGED TABLE

(1) The amounts included in this column reflect salaries earned during fiscal years 2019, 2018 and 2017. Annual salary adjustments, if any, become effective at the beginning of each calendar year. Thus, the salary reported above for a fiscal year is the sum of the named executive officer's salary for the last three months of a calendar year plus the first nine months of the following calendar year. (2) The amounts included in this column reflect the portion of amounts paid pursuant to our STI Plan attributable to the Committee's assessment of our achievement of financial performance criteria in our STI Plan, rig utilization, dayrates, marketshare, stockholder returns relative to both the returns of our Compensation Peer Group and all companies within our broader U.S. land drilling peer group, and performance with respect to certain other Company strategic initiatives. The amounts were earned in connection with our performance for the reported fiscal year, but were paid during the first quarter of the next fiscal year. (3) This column represents the aggregate grant date fair value under ASC 718 for performance share units and restricted stock awards granted during fiscal year 2019, as well as prior fiscal years (as applicable). All grants were made pursuant to the 2016 Plan. For additional information on the valuation assumptions, refer to note 11, "Stock-Based Compensation," to our audited financial statements for the fiscal year ended September 30, 2019, included in the 2019 Form 10-K. These amounts reflect an accounting expense and do not correspond to the actual value that may be realized by the named executive officers. (4) The amounts included in this column reflect the aggregate grant date fair value of option awards determined pursuant to ASC Topic 718. Because the amounts reflect our accounting expense, the amounts do not correspond to the actual value that will be recognized by the named executive officers. For additional information, including valuation assumptions with respect to the grants, refer to note 11, "Stock-Based Compensation," to our audited financial statements for the fiscal year ended September 30, 2019, included in the 2019 Form 10-K.

54 | 2020 Proxy Statement

ZEQ.=1,SEQ=62,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=317686,FOLIO='54',FILE='DISK126:[19ZCY2.19ZCY14102]DO14102A.;64',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

(5) The amounts included in this column reflect the portion of amounts paid under our STI Plan based on annual performance measured against pre-established objectives whose outcome is uncertain at the time the awards are communicated to the named executive officers. The bonus award opportunities and financial measures and financial measure weightings for determining bonus amounts for fiscal year 2019 are described in the CD&A beginning on page 38. (6) The amounts included in this column reflect the aggregate change in the actuarial present value of the accumulated benefit of each named executive officer under our Pension Plan and our Supplemental Pension Plan. The actuarial present value calculation for fiscal year 2019 for Messrs. Lindsay and Stauder, who are retirement eligible, is based on an immediate annuity (with an assumed retirement date of September 30, 2019), whereas the present value calculation for Mr. Bell, who is not retirement eligible, is based on a deferred annuity (with an assumed retirement age of 61). Neither Mr. Smith nor Ms. Hair are participants under either the Pension Plan or the Supplemental Pension Plan. (7) "All other compensation" for fiscal year 2019 includes the following: • Our matching contribution to the Savings Plan on behalf of each named executive officer as follows:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

– John W. Lindsay $14,000 – Mark W. Smith $14,000 – Robert L. Stauder $14,000
– Cara M. Hair $14,000 – John R. Bell $14,000

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

– John W. Lindsay $110,317 – Mark W. Smith $33,163 – Robert L. Stauder $39,047
– Cara M. Hair $26,650 – John R. Bell $26,328

end of user-specified TAGGED TABLE

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

– John W. Lindsay $224,266 – Mark W. Smith $37,827 – Robert L. Stauder $68,906
– Cara M. Hair $47,959 – John R. Bell $52,681

end of user-specified TAGGED TABLE

(8) Mr. Smith joined the Company in May 2018.

2020 Proxy Statement | 55

ZEQ.=2,SEQ=63,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=433124,FOLIO='55',FILE='DISK126:[19ZCY2.19ZCY14102]DO14102A.;64',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

Grants of Plan-Based Awards in Fiscal Year 2019

As described on pages 40 through 43 of the CD&A, we provide incentive award opportunities to executives, designed to reward both short-term and long-term business performance, and create a close alignment between incentive compensation and stockholders' interests. The following table provides information on non-equity incentive plan awards, performance share units and restricted stock granted in fiscal year 2019 to each of our named executive officers. Although the grant date fair value is shown in the table for these stock awards, there can be no assurance that these values will actually be realized during the terms of these grants.

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Estimated Possible Payouts Under Non-Equity Incentive Plan Awards (1) — ​ Estimated Future Payouts Under Equity Incentive Plan Awards (2) — ​ All Other Stock Awards: Number of Shares of Stock or — ​ Grant Date Fair Value of Stock — ​
Name Grant Date Threshold ($) Target ($) Maximum ($) Threshold (#) Target (#) Maximum (#) Units (3) (#) Awards (4) ($)
John W. Lindsay 390,400 976,000 1,268,800
12/14/2018 17,810 35,620 71,240 2,447,666
12/14/2018 38,472 2,336,789
Mark W. Smith 125,000 375,000 500,000
12/14/2018 4,858 9,717 19,434 667,714
12/14/2018 10,496 637,527
Robert L. Stauder 123,453 370,359 493,812
12/14/2018 5,481 10,962 21,924 753,265
12/14/2018 11,840 719,162
Cara M. Hair 103,750 311,250 415,000
12/14/2018 4,230 8,460 16,920 581,338
12/14/2018 9,137 554,981
John R. Bell 94,818 284,454 379,272
12/14/2018 4,209 8,419 16,838 578,520
12/14/2018 9,093 552,309

end of user-specified TAGGED TABLE

(1) The amounts included in this column reflect the threshold, target, and maximum potential value of a payout for each named executive officer under our STI Plan if certain of our financial performance objectives were achieved for the October 1, 2018 to September 30, 2019 performance period. The amounts are based on salaries in effect as of January 1, 2019 for each named executive officer, which is the basis for determining the actual payments to be made subsequent to year-end. The potential payouts are performance-driven and, therefore, are at risk. The possible payouts reflected in the table may be increased or decreased by an adjustment factor of up to 100% based on the Committee's assessment of corporate performance. The financial measures, bonus opportunities, and adjustment factors for determining payout are described in the CD&A on pages 44 through 47. (2) The amounts in the table above reflect the threshold, target and maximum number of shares issuable with respect to performance share units granted in December 2018. The performance share units are settled in shares of common stock, in an amount from 0% to 200% of the number of units awarded, based on the Company's total stockholder return, compared to that of the Compensation Peer Group, over the three-year period commencing on January 1, 2019 and ending on December 31, 2021. All grants were made pursuant to the 2016 Plan. (3) The amounts included in this column reflect the number of shares of common stock subject to restricted stock awards granted in fiscal year 2019 to the named executive officers. The awards of restricted stock vest ratably in four equal annual installments, beginning on the one-year anniversary of the grant date. Dividends are paid on the restricted stock at the same rate applicable to other holders of our common stock. (4) This column represents the grant date fair value under ASC 718 for performance share units and restricted stock awards granted during fiscal year 2019, as well as prior fiscal years (as applicable). For additional information on the valuation assumptions, refer to note 11, "Stock-Based Compensation," to our audited financial statements for the fiscal year ended September 30, 2019, included in the 2019 Form 10-K. These amounts reflect an accounting expense and do not correspond to the actual value that may be realized by the named executive officers.

56 | 2020 Proxy Statement

ZEQ.=3,SEQ=64,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=133514,FOLIO='56',FILE='DISK126:[19ZCY2.19ZCY14102]DO14102A.;64',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

Outstanding Equity Awards at Fiscal Year 2019 Year-End

The following table provides information on the current holdings of stock option awards and performance share unit and restricted stock awards by the named executive officers at September 30, 2019. This table includes exercisable and unexercisable option awards and unvested performance share unit and restricted stock awards, and such awards are reflected in each row below on an award-by-award basis. The vesting schedule for each grant that has not fully vested is shown following this table. For additional information about the option awards and stock awards, see the description of such awards in the CD&A on pages 42 and 43.

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Option Awards — ​ Stock Awards — ​
Name Grant Date Number of Securities Underlying Unexercised Options Exercisable (#) Number of Securities Underlying Unexercised Options Unexercisable (#) Equity Incentive Plan Awards: Number of Securities Underlying Unexercised Unearned Options (#) Option Exercise Price ($) Option Expiration Date Number of Shares or Units of Stock That Have Not Vested (#) Market Value of Shares or Units of Stock That Have Not Vested (8) ($) Equity Incentive Plan Awards: Number of Unearned Shares, Units or Other Rights That Have Not Vested (9) (#) Equity Incentive Plan Awards: Market or Payout Value of Unearned Shares, Units or Other Rights That Have Not Vested (8) ($)
John W. Lindsay 12/1/2009 45,000 38.015 12/1/2019
12/7/2010 21,000 47.935 12/7/2020
12/6/2011 34,000 59.76 12/6/2021
12/4/2012 54,500 54.18 12/4/2022
12/3/2013 62,500 79.67 12/3/2023
12/2/2014 112,000 68.83 12/2/2024
11/30/2015 138,750 46,250 (1) 58.25 11/30/2025 4,375 (2) 175,306
12/5/2016 48,296 48,298 (1) 81.31 12/5/2026 11,423 (3) 457,720
12/4/2017 46,452 139,359 (1) 58.43 12/4/2027 28,569 (4) 1,144,760
12/14/2018 38,472 (5) 1,541,573 17,810 713,647
Mark W. Smith 5/1/2018 5,978 17,937 (6) 68.90 5/1/2028 4,639 (7) 185,885
12/14/2018 10,496 (5) 420.575 4,858 194,660
Robert L. Stauder 12/3/2013 17,000 79.67 12/3/2023
12/2/2014 11,124 68.83 12/2/2024
11/30/2015 27,000 13,500 (1) 58.25 11/30/2025 1,250 (2) 50,088
12/5/2016 14,638 14,638 (1) 81.31 12/5/2026 3,462 (3) 138,722
12/4/2017 14,295 42,887 (1) 58.43 12/4/2027 8,793 (4) 352,336
12/14/2018 11,840 (5) 474,429 5,481 219,624
Cara M. Hair 12/6/2011 750 59.76 12/6/2021
12/2/2014 5,000 68.83 12/2/2024
11/30/2015 23,250 7,750 (1) 58.25 11/30/2025 750 (2) 30,053
12/5/2016 9,512 9,514 (1) 81.31 12/5/2026 2,250 (3) 90,158
12/4/2017 9,712 29,139 (1) 58.43 12/4/2027 5,974 (4) 239,378
12/14/2018 9,137 (5) 366,120 4,230 169,496
John R. Bell 12/1/2009 9,000 38.015 12/1/2019
12/7/2010 5,500 47.935 12/7/2020
12/6/2011 6,000 59.76 12/6/2021
12/4/2012 10,000 54.18 12/4/2022
12/3/2013 8,500 79.67 12/3/2023
12/2/2014 22,500 68.83 12/2/2024
11/30/2015 30,750 10,250 (1) 58.25 11/30/2025 1,000 (2) 40,070
12/5/2016 11,242 11,243 (1) 81.31 12/5/2026 2,660 (3) 106,586
12/4/2017 10,979 32,940 (1) 58.43 12/4/2027 6,753 (4) 270,593
12/14/2018 9,093 (5) 364,357 4,209 168,655

end of user-specified TAGGED TABLE

(1) The remaining, unexercisable options vest as follows:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Grant Date — ​ Vesting Schedule — ​
11/30/2015 100% on 11/30/2019
12/05/2016 ratably on each of the following dates: 12/05/2019 and 12/05/2020
12/04/2017 ratably on each of the following dates: 12/04/2019, 12/04/2020 and 12/04/2021

end of user-specified TAGGED TABLE

(2) The unvested shares of restricted stock vest on 11/30/2019.

2020 Proxy Statement | 57

ZEQ.=4,SEQ=65,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=296007,FOLIO='57',FILE='DISK126:[19ZCY2.19ZCY14102]DO14102A.;64',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

(3) The unvested shares of restricted stock vest ratably on 12/5/2019 and 12/5/2020. (4) The unvested shares of restricted stock vest ratably on 12/4/2019, 12/4/2020 and 12/4/2021. (5) The unvested shares of restricted stock vest ratably on 12/14/2019, 12/14/2020, 12/14/2021 and 12/14/2022. (6) The remaining, unexercisable options vest ratably on each of the following dates: 5/1/2020, 5/1/2021 and 5/1/2022. (7) The unvested shares of restricted stock vest ratably on 5/1/2020, 5/1/2021 and 5/1/2022. (8) The aggregate market value is based on the closing market price of our common stock of $40.07 at September 30, 2019. (9) Unvested threshold performance share units (including dividend equivalents accumulated thereon) vest as follows:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

– John W. Lindsay 17,810 performance share units cliff vest on December 31, 2021
– Mark W. Smith 4,858 performance share units cliff vest on December 31, 2021
– Robert L. Stauder 5,481 performance share units cliff vest on December 31, 2021
– Cara M. Hair 4,230 performance share units cliff vest on December 31, 2021
– John R. Bell 4,209 performance share units cliff vest on December 31, 2021

end of user-specified TAGGED TABLE

Option Exercises and Stock Vested in Fiscal Year 2019

The following table provides additional information about stock option exercises and shares acquired upon the vesting of stock awards, including the value realized, during fiscal year 2019 by the named executive officers.

COMMAND=ADD_TABLEWIDTH,"130%" User-specified TAGGED TABLE

Option Awards — ​ Stock Awards — ​
Name Number of Shares Acquired on Exercise (#) Value Realized on Exercise ($) Number of Shares Acquired on Vesting (#) Value Realized on Vesting ($) (1)
John W. Lindsay 65,000 2,824,800 22,984 1,392,678
Mark W. Smith — — 1,546 86,947
Robert L. Stauder — — 7,511 455,120
Cara M. Hair — — 4,241 319,144
John R. Bell 13,000 509,470 5,267 256,973

end of user-specified TAGGED TABLE

(1) The value realized on vesting is calculated using the closing market price of our common stock on the relevant vesting dates.

Pension Benefits for Fiscal Year 2019

The Pension Benefits table below sets forth the fiscal year 2019 year-end present value of accumulated benefits payable to each of our named executive officers under our Pension Plan and the Supplemental Pension Plan. Effective October 1, 2003, we revised both the Pension Plan and the Supplemental Pension Plan to close the plans to new participants and reduced benefit accruals for current participants through September 30, 2006, at which

time benefit accruals were discontinued and the plans frozen.

The pension benefit under our Pension Plan for time periods prior to October 1, 2003, is calculated pursuant to the following formula:

Compensation × 1.5% = Annual Pension Benefit.

58 | 2020 Proxy Statement

ZEQ.=5,SEQ=66,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=736749,FOLIO='58',FILE='DISK126:[19ZCY2.19ZCY14102]DO14102A.;64',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

The pension benefit for the period commencing October 1, 2003 through September 30, 2006 is calculated as follows:

Compensation × 0.75% = Annual Pension Benefit.

Pension benefits are determined based on compensation received throughout a participant's career. "Compensation" includes salary, bonus, vacation pay, sick pay, Section 401(k) elective deferrals, and Section 125 "cafeteria plan" deferrals. The Pension Plan benefit formulas are the same for all employees. Therefore, retirement benefits for executives are calculated in the same manner as for other employees.

A normal retirement benefit is available under our Pension Plan if the employee retires at age 65 with at least five years of credited service or is otherwise fully vested. The "normal retirement date" is the first day of the month coincident with or next following the later of (i) normal retirement age (age 65) and (ii) the fifth anniversary of the employee's participation in the Pension Plan.

An employee can take early retirement once he has reached age 55 and has completed at least 10 years of credited service. The amount of the early retirement benefit payment is reduced if the employee retires prior to age 62 and immediately begins receiving payments. The reduction in the annual benefit amount is 6% for each year (1/2 of 1% for each month) that the employee's early retirement benefit payments start prior to age 62. The Pension Plan provides unreduced benefits for early retirement after the employee reaches age 62 and has at least 10 years of credited service. The benefit after age 62 is calculated the same as a benefit at age 65.

A vested benefit is available if the employee terminates employment before early or normal retirement and has five or more years of credited service. However, the employee may elect to start receiving a benefit as early as age 55 if he had 10 years of credited service. In this situation, the monthly amount will be less than what the employee would receive had he waited until age 65 since the benefit will be actuarially reduced to cover a longer period of time for payment. The actuarial reduction of the early deferred vested pension is greater than the reduction for early retirement immediately following termination of employment. However, if the employee qualified for the more favorable reduction factors at

the time he leaves the Company, the benefit is based on those factors.

The employee may choose among alternative forms of retirement income payment after he becomes eligible to retire on his normal retirement date or early retirement date, as the case may be. Optional forms of payment include a single life annuity (which is an unreduced monthly pension for the rest of the employee's life), a Joint & Survivor Annuity (which is a reduced monthly pension during the employee's lifetime with payments, depending on the employee's election, of 50%, 75%, or 100% of the monthly pension continuing to the employee's spouse for the rest of the spouse's life), a guaranteed certain benefit option (which is a reduced monthly pension with payments guaranteed for 10 years and if the employee dies before the end of this period, his beneficiary will receive the payments through the end of this period) or a lump-sum (a one-time only lump sum payment, based on the present value of the monthly benefits that would have been expected to be paid for the retiree's lifetime—no survivor benefits are payable under this option).

The Supplemental Pension Plan benefit payable to the employee is the difference between the monthly amount of our Pension Plan benefit to which the employee would have been entitled if such benefit were computed without giving effect to the limitations on benefits imposed by application of Sections 415 and 401(a)(17) of the Code, and the monthly amount actually payable to the employee under our Pension Plan at the applicable point in time. The benefit amount is computed as of the employee's date of termination with the Company in the form of a straight life annuity payable over the employee's lifetime (calculated in the same manner as the Pension Plan) assuming payment was to commence at the employee's normal retirement date. The employee will be paid in the form of a lump sum payment or an annual installment payable over a period of two to 10 years as designated by the employee. The employee's form of payment election under the Pension Plan will not affect the payment form under the Supplemental Pension Plan. Payment under the Supplemental Pension Plan will commence within 30 days of the later of the first business day of the seventh month following the employee's separation from service or the age (between age 55 and 65) specified on the employee's election form. However, in the event of death, payment will be paid within 30 days of the date of death.

2020 Proxy Statement | 59

ZEQ.=1,SEQ=67,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=211552,FOLIO='59',FILE='DISK126:[19ZCY2.19ZCY14102]DQ14102A.;61',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Name — ​ Plan Name — ​ Number of Years Credited Service (#) — ​ Present Value of Accumulated Benefit (1) ($) — ​ Payments During Last Fiscal Year ($) — ​
John W. Lindsay Pension Plan 33 426,717 —
Supplemental Pension Plan 33 69,014 —
Mark W. Smith (2) Pension Plan — — —
Supplemental Pension Plan — — —
Robert L. Stauder Pension Plan 36 364,126 —
Supplemental Pension Plan 36 1,077 —
Cara M. Hair (2) Pension Plan — — —
Supplemental Pension Plan — — —
John R. Bell Pension Plan 22 61,671 —
Supplemental Pension Plan 22 — —

end of user-specified TAGGED TABLE

(1) The actuarial present value calculation for fiscal year 2019 for Messrs. Lindsay and Stauder, who are retirement eligible, is based on an immediate annuity (with an assumed retirement date of September 30, 2019), whereas the present value calculation for Mr. Bell, who is not retirement eligible, is based on a deferred annuity (with an assumed retirement age of 61). The lump sum factor is based on the Pension Protection Act 2018 Mortality Table and the following tier rates: Segment 1 — 2.09%; Segment 2 — 3.00%; and Segment 3 — 3.61%. The lump-sum assumptions are consistent with those used at September 30, 2019. The Company's pension and the assumptions are more fully described in the Company's 2019 Form 10-K.

Messrs. Lindsay and Stauder are currently eligible to receive a reduced early retirement benefit upon termination of employment. Mr. Bell would be eligible to receive a benefit any time after attaining age 55 upon his termination of employment. Depending on his age at termination, he would be eligible to receive either a reduced early retirement benefit or an actuarially reduced early deferred vested benefit on or after age 55.

(2) Ms. Hair and Mr. Smith are not participants under either the Pension Plan or the Supplemental Pension Plan.

Nonqualified Deferred Compensation for Fiscal Year 2019

Pursuant to our Supplemental Savings Plan, a participant can contribute between 1% and 40% of a participant's combined base salary and bonus to the Supplemental Savings Plan on a before-tax basis. If the participant has not received the full Company match of the first 5% of pay in the qualified Savings Plan, then the balance of the match will be contributed to the Supplemental Savings Plan. With the exception of one stable value fund, the investment fund selections are identical in both the qualified Savings Plan and the Supplemental Savings

Plan. Unless previously distributed according to the terms of a scheduled in-service withdrawal, a participant's account will become payable at the time and in the form selected by the participant upon the earlier to occur of a participant's separation from service, a participant's disability, a change-in-control or the participant's death. A participant may select payment in the form of a single lump sum payment or annual installment payments payable over a period of two to 10 years.

60 | 2020 Proxy Statement

ZEQ.=2,SEQ=68,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=897763,FOLIO='60',FILE='DISK126:[19ZCY2.19ZCY14102]DQ14102A.;61',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

The following Nonqualified Deferred Compensation table summarizes the named executive officers' compensation for fiscal year 2019 under our Supplemental Savings Plan.

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Name — ​ Executive Contributions for FY 2019 (1) ($) — ​ Registrant Contributions for FY 2019 (1) ($) — ​ Aggregate Earnings in Last FY (2) ($) — ​ Aggregate Withdrawals / Distributions ($) — ​ Aggregate Balance at Last FYE (3) ($) — ​
John W. Lindsay 361,268 110,317 105,123 151,881 2,092,955
Mark W. Smith 47,163 33,163 632 — 52,545
Robert L. Stauder 53,047 39,047 (15,589 ) — 965,246
Cara M. Hair 43,770 26,650 5,882 — 105,528
John R. Bell 32,302 26,328 (479 ) 56,911 195,315

end of user-specified TAGGED TABLE

(1) The amounts reflected as Registrant Contributions above are included in the Summary Compensation Table under the "All Other Compensation" column. Executive Contributions reflected above are made monthly during the fiscal year and are based on the employee's elected deferral percentage rate. Registrant Contributions are made at the end of the calendar year following the end of the fiscal year. These contributions are based on salary and bonus. Executive Contributions are reported as salary and bonus in the Summary Compensation Table. (2) These amounts do not include any above-market earnings. (3) The fiscal year-end balance reported for the Supplemental Savings Plan includes the following amounts that were previously reported in the above Summary Compensation Table as compensation for 2017 and 2018:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

– John W. Lindsay $592,153 – Mark W. Smith $0 – Robert L. Stauder $167,246
– Cara M. Hair $41,100 – John R. Bell $84,928

end of user-specified TAGGED TABLE

2020 Proxy Statement | 61

ZEQ.=3,SEQ=69,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=333177,FOLIO='61',FILE='DISK126:[19ZCY2.19ZCY14102]DQ14102A.;61',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

Potential Payments Upon Change-in-Control

The following table shows potential pre-tax payments to our named executive officers under existing agreements in the event of a change-in-control, assuming a September 30, 2019 termination date and using the closing price ($40.07) of our common stock on September 30, 2019 (the last business day of fiscal year 2019). Any payments due under the agreements are to be paid in a lump sum within 30 days after an executive's employment termination date. In addition, in the event of a change-in-control without termination of employment, our named executive officers would be entitled to all of the

amounts reflected in the column captioned "Stock Options" and, with respect to restricted stock and performance share units, the amounts reflected in the column captioned "Restricted Stock" after reducing same by the value attributed to the unvested portions of the restricted stock awards granted on December 5, 2016, December 4, 2017, May 1, 2018 and December 14, 2018 under our 2016 Plan. See footnote 7 below for additional information on restricted stock.

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Name — ​ Salary and Bonus (1) ($) — ​ Bonus (2) ($) — ​ Vacation Pay (3) ($) — ​ Continued Benefits (4) ($) — ​ Outplacement Services (5) ($) — ​ Stock Options (6) ($) — ​ Restricted Stock (7) ($) — ​ Non-qualified Plans (8) ($) — ​ Total ($) — ​
John W. Lindsay 7,174,430 1,893,772 33,785 280,331 5,000 92,475 6,173,946 2,051,652 17,705,391
Mark W. Smith 2,000,000 500,000 21,788 70,949 5,000 — 1,385,180 52,545 4,035,462
Robert L. Stauder 2,466,678 739,527 20,180 130,152 5,000 — 1,894,069 1,021,308 6,276,914
Cara M. Hair 1,971,462 570,731 32,885 76,064 5,000 — 1,403,692 123,447 4,183,281
John R. Bell 1,894,530 567,993 30,086 101,864 5,000 18,495 1,456,304 168,987 4,243,259

end of user-specified TAGGED TABLE

(1) For Mr. Lindsay, this amount represents a lump sum payment equal to two and one-half (2 1 / 2 ) times the sum of (a) base salary in effect at the time of termination and (b) an annual bonus, derived by taking the target annual bonus applicable for the year of termination or, if greater, the amount of annual bonus most recently paid for a year preceding the year of termination. The computation for the other named executive officers is the same except that the multiplier in the preceding formula is two (2) times. (2) This amount represents an annual bonus for the fiscal year-end which coincides with the termination date of September 30, 2019. This annual bonus amount is calculated in the manner contemplated in footnote 1 above. (3) This column reflects accrued vacation pay not yet paid by us as of September 30, 2019. (4) This amount represents the value of 24 months of benefit continuation following the termination of employment. Benefits included are: 18 months of Company medical COBRA, and private medical, dental and vision insurance for six months following COBRA; basic and supplemental life insurance; long-term disability insurance; Savings Plan match; and Supplemental Savings Plan match by us. (5) This amount represents payment for outplacement counseling services if utilized by the named executive officer. (6) This column represents the potential value of unvested stock options that would vest. The value in the column is derived by multiplying the number of shares underlying the options that vested by the difference between closing market price of our common stock of $40.07 at September 30, 2019 (the last business day of fiscal year 2019), and the exercise price of each option that vested. (7) This column represents the value of unvested restricted stock awards and performance share units that would vest in connection with a change-in-control and a termination of employment. The value on September 30, 2019 is shown at $40.07 per share, the closing price of our common stock on September 30, 2019 (the last business day of fiscal year 2019). If there was a change-in-control without a termination of employment, the column amounts would be reduced (since, beginning in fiscal year 2017, all equity award grants contain a vesting double trigger) and the new column amounts would be as follows:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

– John W. Lindsay $175,306 – Mark W. Smith $0 – Robert L. Stauder $50,088
– Cara M. Hair $30,053 – John R. Bell $40,070

end of user-specified TAGGED TABLE

(8) Except as noted in this footnote, this column reflects the value of, and payout under, the Supplemental Savings Plan and Supplemental Pension Plan. Both the Supplemental Savings Plan and Supplemental Pension Plan are payable upon termination of employment. Only the Supplemental Savings Plan is payable upon a change-in-control (with or without termination). The amounts reported for Ms. Hair and Messrs. Smith and Bell are solely attributable to the Supplemental Savings Plan. The amounts reported for Messrs. Lindsay and Stauder include both the Supplemental Savings Plan and Supplemental Pension Plan.

62 | 2020 Proxy Statement

ZEQ.=1,SEQ=70,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=960537,FOLIO='62',FILE='DISK126:[19ZCY2.19ZCY14102]DS14102A.;35',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

Pay Ratio Disclosure

Section 953(b) of the Dodd-Frank Wall Street Reform and Consumer Protection Act of 2010 (the "Dodd-Frank Act") and Item 402(u) of Regulation S-K require us to disclose for the last fiscal year (i) the median of the annual total compensation of all of our employees, except our principal executive officer, (ii) the annual total compensation of our principal executive officer and (iii) the ratio of the amount in clause (i) to the amount in clause (ii) (the "pay ratio").

Background

We identified a new median employee for fiscal year 2019, as the median employee used for our fiscal year 2018 disclosure was promoted during fiscal year 2019 and, as a result, the employee's compensation changed significantly for fiscal year 2019. As of September 30, 2019, the date we used for identifying the median employee and calculating the pay ratio, our employee population consisted of 8,421 people in ten countries, including all full-time, part-time, seasonal and temporary workers of Helmerich & Payne, Inc. and its consolidated subsidiaries. We used the last day of each month during the fiscal year for purposes of determining the foreign exchange rate to U.S. dollar for employees paid in other currencies. We excluded 236 employees based in eight non-U.S. countries (see details in the table below) under the "de minimis" exemption in Item 402(u)(4)(ii) of Regulation S-K.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Country Number of Workers Excluded
Abu Dhabi 5
Bahrain 20
Colombia 113
Ecuador 6
Equatorial Guinea 1
France 20
India 64
United Kingdom 7

end of user-specified TAGGED TABLE

We used a consistently applied compensation measure to identify our median-paid employee from our employee population by comparing employees' total cash compensation for fiscal year 2019, consisting of salary or wages, bonuses, matching contributions to Company savings plans and other income earned during the fiscal year. We did not annualize compensation for employees who were hired during fiscal year 2019 and no cost-of-living adjustments were made in identifying the median employee.

Calculation

After identifying our median employee, we combined all elements of this employee's compensation for fiscal year 2019 in accordance with the requirements of Item 402(c)(2)(x) of Regulation S-K, resulting in annual total cash compensation of $87,987 for fiscal year 2019. As reported in the "Total" column of the "Summary Compensation Table" included in this proxy statement, our CEO's annual total compensation for fiscal year 2019 was $7,731,049. Based on this information, the pay ratio of our CEO's annual total compensation to that of our median employee for fiscal year 2019 was approximately 87.9 to 1.

Because the SEC rules for identifying the median employee and calculating the pay ratio based on that employee's annual total compensation allow companies to adopt a variety of methodologies, to apply certain exclusions, and to make reasonable estimates and assumptions that reflect their compensation practices, the pay ratio reported by other companies may not be comparable to the pay ratio that we have reported here. We believe that our calculated ratios are reasonable estimates calculated in a manner consistent with the pay ratio disclosure requirements.

2020 Proxy Statement | 63

ZEQ.=2,SEQ=71,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=850590,FOLIO='63',FILE='DISK126:[19ZCY2.19ZCY14102]DS14102A.;35',USER='CHE105918',CD='20-JAN-2020;16:16'

Table of Contents

EXECUTIVE COMPENSATION TABLES AND RELATED INFORMATION

Delinquent Section 16(a) Reports

Section 16(a) of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), requires our directors, officers, and certain beneficial owners (collectively, "Section 16 Persons") to file with the SEC and NYSE reports of beneficial ownership on Form 3 and reports of changes in ownership on Form 4 or Form 5. To our knowledge, based solely on a review of the Section 16(a) reports filed electronically with the SEC for fiscal year 2019

and other information, all filing requirements for the Section 16 Persons have been complied with during or with respect to fiscal year 2019, except that due to clerical oversights, Form 4s for phantom stock units granted under our Director Plan to Mr. Robillard and Mr. Foutch were filed late on March 11, 2019 and June 7, 2019, respectively.

Summary of All Existing Equity Compensation Plans

The following chart sets forth information concerning our equity compensation plans as of September 30, 2019.

EQUITY COMPENSATION PLAN INFORMATION

COMMAND=ADD_TABLEWIDTH,"150%" User-specified TAGGED TABLE

Plan Category — ​ Number of securities to be issued upon exercise of outstanding options, warrants and rights — ​ Weighted-average exercise price of outstanding options, warrants and rights — ​ Number of securities remaining available for future issuance under equity compensation plans (excluding securities reflected in column (a)) — ​
(a) (b) (c)
Equity compensation plans approved by security holders 3,238,174 (1) $60.8605 2,906,106 (3)
Equity compensation plans not approved by security holders (2) — — —
Total 3,238,174 $60.8605 2,906,106

end of user-specified TAGGED TABLE

(1) Includes the 2005 Plan, the 2010 Plan and the 2016 Plan. (2) We do not maintain any equity compensation plans that have not been approved by the stockholders. (3) The reported 2,906,106 shares available for future issuance pertain to our 2016 Plan approved by our stockholders at the March 2, 2016 Annual Meeting of Stockholders. Of the 2,906,106 shares that remain available for issuance under our 2016 Plan, up to 1,453,053 shares may be awarded as restricted stock or certain other awards as contemplated under the 2016 Plan.

64 | 2020 Proxy Statement

ZEQ.=3,SEQ=72,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=479585,FOLIO='64',FILE='DISK126:[19ZCY2.19ZCY14102]DS14102A.;35',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

PROPOSAL 3 —ADVISORY VOTE ON EXECUTIVE COMPENSATION

In accordance with Section 14A of the Exchange Act and the related rules of the SEC, the Company is requesting stockholder approval, on an advisory basis, of the compensation of the Company's named executive officers as disclosed in this proxy statement. The Human Resources Committee has overseen the development of a compensation program that is described more fully in the Executive Compensation Discussion and Analysis section of this proxy statement, including the related compensation tables and narrative. Our compensation program is designed to attract and retain qualified executives who are critical to the successful implementation of our strategic business plan. Further, we believe that our compensation program promotes a performance-based culture and aligns the interests of executives with those of stockholders by linking a substantial portion of compensation to the Company's performance. It balances short-term and long-term compensation opportunities to ensure that the Company meets short-term objectives while continuing to produce value for our stockholders over the long-term. The Company believes that its compensation program is appropriate and has served to accomplish the goals mentioned above. In deciding

how to vote on this proposal, the Board urges you to consider the Executive Compensation Discussion and Analysis beginning on page 38 of this proxy statement.

For the reasons discussed, the Board recommends a vote in favor of the following resolution:

As an advisory vote, this proposal is not binding on the Company. However, the Human Resources Committee, which is responsible for designing and administering the Company's executive compensation program, values the opinions expressed by stockholders in their vote on this proposal, and will consider the outcome of the vote when making future compensation decisions for named executive officers.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Our Board unanimously recommends a vote FOR approval, on an advisory basis, of the compensation of the Company's named executive officers as disclosed in this proxy statement.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 65

ZEQ.=1,SEQ=73,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=931730,FOLIO='65',FILE='DISK126:[19ZCY2.19ZCY14102]DY14102A.;13',USER='CHE105918',CD='20-JAN-2020;16:16' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Introduction

The Company is requesting stockholder approval of its new Helmerich & Payne 2020 Omnibus Incentive Plan (the "2020 Plan"). The 2020 Plan is intended to replace our stockholder-approved Helmerich & Payne 2016 Omnibus Incentive Plan (the "2016 Plan"). The 2020 Plan provides for both cash-based and equity-based incentive awards. The adoption of the 2020 Plan is subject to stockholder approval and the 2020 Plan will not become effective if such approval is not received. If stockholder approval is not received, the 2016 Plan will continue in effect in accordance with its terms.

The purpose of the 2020 Plan is to create incentives designed to motivate our non-employee directors, officers and employees to significantly contribute toward the growth and profitability of the Company. The Human Resources Committee and the Board believe that long-term, equity-based compensation is a critical component of our compensation program because of its unique ability to promote multiple objectives, including: (i) aligning our non-employee directors, officers and employees' interests with those of our stockholders, (ii) tying compensation to the Company's achievement of long-term goals and strategic objectives and diminishing any incentive for non-employee directors, officers and employees to pursue short-term objectives at the expense of long-term priorities, (iii) ensuring that realized compensation reflects changes in stockholder value

over the long-term, and (iv) attracting and retaining highly skilled non-employee directors, officers and employees. The Human Resources Committee and the Board believe that equity-based compensation fosters and strengthens a sense of ownership and personal involvement in the Company's success which contributes to continuity and stability within the Company's leadership.

COMMAND=STYLE_ADDED,"margin-left:0pt;text-indent:-0pt;" Why Submit the Plan to a Vote of Our Stockholders?

The Company is submitting the 2020 Plan to a vote of the stockholders in order to comply with New York Stock Exchange rules and to allow us to grant incentive stock options within the meaning of Section 422 of the Internal Revenue Code of 1986, as amended (called the "Code" in this Proposal and such incentive stock options called "ISOs" in this Proposal).

Set out below is a summary of the material provisions of the 2020 Plan. This description is qualified in its entirety by the full text of the 2020 Plan, which is included as Appendix A to this Proxy Statement. Information in the "Equity Compensation Plan Information" section of this Proxy Statement may also be relevant to stockholder consideration of this Proposal.

Certain Plan Highlights

Some highlights of the 2020 Plan include the following:

"Options" in this Proposal, and stock appreciation rights, which are sometimes called "SARs" in this Proposal) will count as two shares for each share made available under the award. If the 2020 Plan is approved by stockholders, no further awards will be made under the Company's existing equity incentive compensation plan, the 2016 Plan, after such approval.

66 | 2020 Proxy Statement

ZEQ.=1,SEQ=74,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=454379,FOLIO='66',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

2020 Proxy Statement | 67

ZEQ.=2,SEQ=75,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=2683,FOLIO='67',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Current Awards Outstanding

Prior to stockholder approval of the 2020 Plan, the 2016 Plan is the Company's only plan under which equity-based awards may be granted. The following table gives information about the Company's common stock that may be issued upon the exercise of options and vesting of restricted shares and performance share units under all of the Company's equity compensation plans as of January 7, 2020.

The table includes the following plans: the 2005 Plan; the 2010 Plan; and the 2016 Plan. There are no outstanding awards under equity compensation plans not approved by stockholders.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Stock options outstanding 3,029,127
Weighted average exercise price 62.4371
Weighted average remaining contractual life of stock options 5.2996 years
Restricted shares outstanding (unvested) 1,318,608
Performance share units outstanding (unvested) 404,010
Shares remaining for grant under the 2016 Plan (1) 978,545

end of user-specified TAGGED TABLE

(1) Under the 2016 Plan, stock-based awards are granted from a pool of available shares, with stock options counting as one share and restricted shares and performance share units (full value awards) counting as two shares.

Historical Annual Share Usage

While equity-based awards are an important part of our long-term incentive compensation program, we are mindful of our responsibility to our stockholders to exercise judgment in granting equity-based awards.

Overhang

As of January 7, 2020, we had approximately 5,730,290 common shares subject to outstanding awards (under the 2016 Plan and prior plans) or available for future awards under the 2016 Plan,

which represented approximately 5.23% of our fully diluted common shares outstanding, such percentage referred to as overhang percentage. If the 2020 Plan is approved, we will have 6,000,000 shares under the 2020 Plan and the 978,545 shares remaining under the 2016 Plan will be canceled. The 5,021,455 additional common shares proposed to be included in the 2020 Plan reserve would increase the overhang percentage by approximately 4.58% to approximately 9.81%.

Share Usage

The annual share usage under the 2016 Plan for our last three fiscal years was as follows:

COMMAND=ADD_TABLEWIDTH,"130%" User-specified TAGGED TABLE

Fiscal Year 2019 — ​ Fiscal Year 2018 — ​ Fiscal Year 2017 — ​ Average — ​
Total Shares Granted During Fiscal Year (1) 1,927,516 1,240,000 831,774 1,333,096
Basic Weighted Average Common Shares Outstanding 109,216,000 108,851,000 108,500,000 108,855,667
Burn Rate (A / B) 1.76% 1.14% 0.77% 1.22%

end of user-specified TAGGED TABLE

(1) Total shares granted in each fiscal year reflected in the table above include stock options (counting as one share) and restricted shares and performance share units (in each case, counting as two shares).

68 | 2020 Proxy Statement

ZEQ.=3,SEQ=76,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=206664,FOLIO='68',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Summary of Certain Additional 2020 Plan Provisions

Set out below is a summary of certain other features of the 2020 Plan. All capitalized terms used in this proposal and not otherwise defined herein will have the meanings ascribed to them in the 2020 Plan, included as Appendix A to this proxy statement.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Term — ​ Description — ​
Plan Term The 2020 Plan, if approved by our stockholders, will expire on December 13, 2029 (unless terminated earlier by the Board in accordance with the 2020 Plan), but any awards outstanding at the time of such expiration or
termination will continue in effect in accordance with their terms.
Eligibility for Grants All employees of the Company and its affiliates (including all officers), as well as all non-employee directors of the Company and its affiliates, are eligible to participate in the 2020 Plan. The 2020 Plan's administrator
will select in its discretion those individuals who will be granted awards under the 2020 Plan (those selected to participate are called "participants" in this proposal). As of January 1, 2020, there were approximately 250 employees and 10
non-employee directors who would have been eligible to participate in the 2020 Plan.
Awards Available • ISOs and Nonqualified Stock Options;
• Stock Appreciation Rights;
• Restricted Shares and Restricted Share Units;
• Share Bonuses;
• Other Share-Based Awards; and
• Cash Awards
Type of Shares Authorized The common shares, par value U.S. $0.10 per share, of the Company. Shares issued under the 2020 Plan may, in whole or in part, be authorized but unissued shares or shares held in treasury that will have been or may be reacquired by the Company in the open market, in private transactions or otherwise. No fractional
shares will be issued or delivered pursuant to the 2020 Plan. The plan administrator will determine whether cash, other awards, or other property will be issued or paid in lieu of fractional shares or whether fractional shares or any rights thereto
will be forfeited or otherwise eliminated.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 69

ZEQ.=4,SEQ=77,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=765947,FOLIO='69',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Term — ​ Description — ​
Plan Administration The 2020 Plan will be administered by the Board, or if the Board does not administer the Plan, a committee of the Board that complies with the applicable requirements of Section 16 of the Exchange Act and any other
applicable legal or stock exchange listing requirements (the Board or such committee is sometimes called the "plan administrator" in this proposal). It is presently expected that the plan administrator will be the Human Resources Committee. The plan
administrator may interpret the 2020 Plan and may prescribe, amend and rescind rules and make all other determinations necessary or desirable for the administration of the 2020 Plan.
Without limiting the foregoing paragraph, the plan administrator will have the authority to, among other things, (i) select those
individuals who will receive awards under the 2020 Plan, (ii) determine whether and to what extent awards will be granted to participants, (iii) determine the number of shares to be covered by each award granted under the 2020 Plan,
(iv) determine the terms and conditions, not inconsistent with the terms of the 2020 Plan, of each award granted under the 2020 Plan, and (v) to construe and interpret the terms and provisions of the 2020 Plan and any award issued under the
2020 Plan (and any award agreement relating thereto), and to otherwise supervise the administration of the 2020 Plan and to exercise all powers and authorities either specifically granted under the 2020 Plan or necessary and advisable in the
administration of the 2020 Plan.
To the extent permitted by applicable law, the Board may, by resolution, authorize one or more executive officers of the Company to do one or both of the following on the same basis as (and as if the executive officer
for such purposes were) the plan administrator: (i) designate individuals to receive awards and (ii) determine the size and terms and conditions of any such awards. However, the Board may not delegate such responsibilities to any executive
officer for awards granted to any individual who is an executive officer, a non-employee director or a more than 10% beneficial owner of any class of the Company's equity securities, and the resolution providing for such authorization must set forth
the total number of common shares the executive officer may grant during any period; provided that no such authorization will authorize grants of awards during any calendar year covering shares in excess
of 5,000 shares for any individual or 25,000 shares in the aggregate. The executive officer must report periodically to the Board (or applicable committee thereof) regarding the nature and scope of the awards granted pursuant to the authority
delegated.
All decisions made by the plan administrator pursuant to the provisions of the 2020 Plan will be final, conclusive and binding on all persons, including the Company and the participants.

end of user-specified TAGGED TABLE

70 | 2020 Proxy Statement

ZEQ.=5,SEQ=78,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=748407,FOLIO='70',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Term — ​ Description — ​
Share Counting Method • Options and SARs count as one share against the share reserve.
• All other equity awards (Restricted Shares, Restricted Share Units, Share Bonuses and Other Share-Based Awards) count as two shares against the share reserve.
• The following shares will not be added to the number of shares authorized for issuance under the 2020 Plan: shares exchanged or withheld as payment in connection with the exercise of an Option or SAR or the payment of any
purchase price with respect to any other award; shares exchanged or withheld to satisfy tax withholding obligations with respect to awards; shares subject to SARs that are not issued in connection with stock settlement on exercise thereof; and shares
reacquired by the Company on the open market (or otherwise) using the cash proceeds of Option exercises.
• If any shares subject to an award are forfeited, cancelled, exchanged or surrendered or if an award otherwise terminates or expires without a distribution of shares to the participant, the shares with respect to such award
will, to the extent of any such forfeiture, cancellation, exchange, surrender, termination or expiration, again be available for awards under the 2020 Plan.
• Upon the exercise of any award granted in tandem with any other awards, the unexercised tandem award will be cancelled to the extent of the number of shares as to which the related award is exercised and such number of
shares will no longer be available for awards under the 2020 Plan.
• To the extent an award is denominated in shares but paid or settled in cash, the number of shares with respect to which such payment or settlement is made will again be available for grants of awards pursuant to the 2020
Plan, and shares underlying awards that can only be settled in cash will not be counted against the aggregate number of shares available for awards under the 2020 Plan.
Individual Limitations for Non-Directors The following limits will apply to awards of the specified type granted in any single calendar year to any one participant who is not a non-employee director:
(1) No such individual will be granted awards covering more than 250,000 shares; and
(2) No such individual will be granted Cash Awards payable in the aggregate in excess of $5,000,000.
Non-Employee Director Awards The maximum number of shares subject to awards granted during any single calendar year to any non-employee director will not exceed 100,000 shares, nor will any non-employee director receive awards in any single calendar
year with an aggregate value of more than $500,000 (calculating the value of any such awards based on the grant date fair value of such awards for financial reporting purposes).
Repricing Prohibited Unless approved by our stockholders or otherwise specifically provided under the 2020 Plan in connection with any equitable adjustment upon a change in control, the Company may not, with respect to any outstanding Option or
SAR, take any of the following actions:
• amend the Option or SAR to provide an exercise or measurement price per share that is lower than the then-current exercise or measurement price per share;
• cancel the Option or SAR and grant in substitution new awards under the 2020 Plan covering the same or a different number of shares having an exercise or measurement price per share that is lower than the then-current
exercise price or measurement price per share of the cancelled Option or SAR; or
• cancel for cash or property any Options or SARs that have exercise or measurement prices per share above the then-current fair market value.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 71

ZEQ.=6,SEQ=79,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=767663,FOLIO='71',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Term — ​ Description — ​
Effect of Termination of Service Unless otherwise provided in an applicable award agreement: (i) if a participant's employment with the Company, a subsidiary or an affiliate terminates as a result of death, disability, or retirement, the participant
(or personal representative in the case of death) will be entitled to exercise all or any part of any (A) vested ISO for a period of up to three months from such date of termination (one year in the case of death or disability in lieu of the
three-month period), or (B) a SAR or vested nonqualified stock option during the remaining term; (ii) if a participant's employment terminates for any other reason, the participant will, except where an award is subject to a clawback or
recoupment provision of applicable law or an award agreement, be entitled to exercise all or any part of any vested Option or SAR for a period of up to three months from the date of termination. In no event will any Option or SAR be exercisable past
the term established in the award agreement. Any vested Option or SAR which is not exercised will expire upon the earlier of (i) the period described in the foregoing provisions or other applicable date provided in the award agreement or
(ii) the expiration of its term. Unless otherwise accelerated or where an award agreement or the plan administrator provides for continued vesting after termination of employment, all unvested awards will be forfeited upon termination of
employment.
Special Provisions for Options
General Description Awards may be in the form of Options, which are rights to purchase a specified number of shares of common stock at a specified price not less than that of the fair market value of a share of common stock on the date of
grant. An Option may be either an ISO or a nonqualified stock option.
Number Granted As determined by the plan administrator.
Per-Share Exercise Price Not less than fair market value of a share on the grant date (other than in the case of substitute awards upon an equitable adjustment).
• The fair market value for this purpose is the closing price of our common stock as reported on the New York Stock Exchange on the grant date (or, if such date is not a trading day, on the last preceding date that was a
trading day).
Vesting and Exercise Periods As determined by the plan administrator. However, the term of Options may not exceed ten years.
Exercise Methods Options may be exercised in whole or in part by giving written notice of exercise to the Company specifying the number of whole shares to be purchased, accompanied by payment in full of the aggregate exercise price of the
shares so purchased in cash or its equivalent, as determined by the plan administrator. As determined by the plan administrator, in its sole discretion, with respect to any Option or category of Options, payment in whole or in part may also be made
(i) by means of consideration received under any cashless exercise procedure approved by the plan administrator (including the withholding of shares otherwise issuable upon exercise), (ii) in the form of unrestricted shares already owned by
the participant which have a fair market value on the date of surrender equal to the aggregate exercise price of the shares as to which the Option is exercised, (iii) any other form of consideration approved by the plan administrator and
permitted by applicable law or (iv) any combination of the foregoing.
Incentive Stock Options (ISOs) All of the shares available for grant under the 2020 Plan may be made subject to ISOs. ISOs must satisfy requirements prescribed by the Code to qualify for special tax treatment.
Dividends and Distributions Dividends and distributions are not permitted to be paid on the shares subject to outstanding Options.
Special Provisions for SARs
General Description Awards may be in the form of SARs, which are rights to receive a payment, in cash or shares of common stock, equal to the fair market value or other specified value of a number of shares on the rights exercise date over a
specified strike price not less than the fair market value of a share of common stock on the date of grant. SARs may be granted alone or in conjunction with any Option granted under the 2020 Plan.

end of user-specified TAGGED TABLE

72 | 2020 Proxy Statement

ZEQ.=7,SEQ=80,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=931324,FOLIO='72',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Term — ​ Description — ​
Form of Settlement SARs may be paid in shares, cash or a combination of shares and cash, as determined by the plan administrator.
Exercise Upon exercise of a SAR, the SAR grantee will receive an amount equal to the excess of the fair market value of the shares on the date the exercise election is received by the Company, over the base price of the SAR on the
date of grant (which may not be less than the fair market value of the shares on the date of grant) multiplied by the number of shares with respect to which the SAR is exercised.
Number Granted As determined by the plan administrator.
Dividends and Distributions Dividends and distributions may not be paid on the shares subject to outstanding SARs.
Vesting and Exercise Periods As determined by the plan administrator, subject to the 2020 Plan's one-year minimum vesting condition and any exceptions thereto. However, the term of SARs may not exceed ten years.
Special Provisions for Restricted Shares and Restricted Share Units
General Description Awards may also be in the form of grants of common stock or units denominated in common stock, including Restricted Shares and Restricted Share Units, that in each case, are subject to the terms and conditions as the plan administrator prescribes (which may include performance vesting conditions). Restricted Shares constitute actual shares of common
stock that remain subject to forfeiture until the vesting conditions thereon lapse. Restricted Share Units constitute awards valued by reference to shares of common stock which become payable in shares of common stock and/or cash when the vesting conditions thereon lapse.
Number Granted As determined by the plan administrator. The plan administrator will determine the purchase price, if any.
Lapse of Restrictions All restrictions imposed under the Restricted Shares or Restricted Share Units lapse upon the expiration of the restricted period if the applicable vesting conditions have been met. Upon the lapse of restrictions, Restricted Shares become unrestricted shares of common stock and Restricted Share Units become payable (although payouts can be made on or after the vesting of the Restricted Share Units depending on the terms and
conditions of such award). Payouts of Restricted Share Units may be in the form of shares of common stock, cash or any combination of shares and cash as determined by the plan administrator.
Stockholder Rights Except as otherwise provided in an award agreement, participants generally have the rights of a stockholder of the Company with respect to Restricted Shares during the applicable restricted period, including the right to
vote such shares and to receive dividends on such shares. Participants generally do not have the rights of a stockholder with respect to shares subject to Restricted Share Units during the restricted period; provided,
however , that an amount equal to dividends declared during the restricted period with respect to the number of shares covered by Restricted Share Units may, to the extent set forth in an award agreement, be provided to the
participant upon settlement of the Restricted Share Unit.
Shares Bonuses, Other Share-Based Awards and Cash Awards Share Bonuses (fully vested share awards), Other Share-Based Awards (awards denominated in shares other than those described above, including dividend equivalents) and Cash Awards (awards solely payable in cash) may be
granted in the amounts and on the terms and conditions as the plan administrator determines. The plan administrator will determine the purchase price, if any. Dividends will not be payable on shares subject to Other Share-Based Awards unless and
until the underlying shares vest.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 73

ZEQ.=8,SEQ=81,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=882250,FOLIO='73',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Other Information

Change in Control

Unless otherwise determined by the plan administrator and evidenced in an award agreement, and subject to the ability of the plan administrator to accelerate the vesting of or waive restrictions on awards in whole or part upon a "change in control" of the Company (as defined in the 2020 Plan), in the event that (i) a change in control occurs and (ii) either (x) an outstanding award is not assumed or substituted in connection therewith or (y) an outstanding award is assumed or substituted in connection therewith and the participant's employment or service is terminated by the Company (or its successors or affiliates) without "cause" or by the participant for "good reason" (as those terms are defined in the 2020 Plan) within twenty-four (24) months following the change in control, then (a) any unvested or unexercisable portion of any award carrying a right to exercise will become fully vested and exercisable, and (b) the restrictions, deferral limitations, payment conditions and forfeiture conditions applicable to any award will lapse and such unvested awards will be deemed fully vested and any performance conditions imposed with respect to such awards will be deemed to be fully achieved. If the plan administrator determines to accelerate the vesting of Options and/or SARs in connection with a change in control, the plan administrator will also have discretion in connection with such action to provide that all Options and/or SARs outstanding immediately prior to such change in control will expire on the effective date of such change in control. An outstanding award will be considered to be assumed or substituted in connection with a change in control if, following the change in control, the award remains subject to the same terms and conditions that were applicable to the award immediately prior to the change in control except that, if the award related to shares, the award instead confers the right to receive common stock of the acquiring entity (or such other security or entity as may be determined by the plan administrator, in its sole discretion).

Equitable Adjustments

In the event of a merger, amalgamation, consolidation, reclassification, recapitalization, spin-off, spin-out, repurchase, reorganization, corporate transaction or event, special or extraordinary dividend or other extraordinary distribution (whether in the form of common shares,

cash or other property), share split, reverse share split, subdivision or consolidation, combination or exchange of shares, or other change in corporate structure which, the plan administrator determines, in its sole discretion, affects the common stock of the Company such that an equitable adjustment or substitution is appropriate, an equitable substitution or proportionate adjustment will be made, at the sole discretion of the plan administrator, in (i) the aggregate number of common shares reserved for issuance under the 2020 Plan and the maximum number of shares or cash that may be subject to awards granted to any participant in any calendar year, (ii) the kind and number of securities subject to, and the exercise price or base price of, any outstanding Options and SARs granted under the 2020 Plan, and (iii) the kind, number and purchase price of shares, or the amount of cash or amount or type of property, subject to outstanding Restricted Shares, Restricted Share Units, Share Bonuses and Other Share-Based Awards granted under the 2020 Plan. Equitable substitutions or adjustments other than those listed above may also be made as determined by the plan administrator. In addition, the plan administrator, in its sole discretion but subject to the requirements of Section 409A of the Code, may terminate any outstanding award in exchange for payment of cash or other property having an aggregate fair market value equal to the fair market value of the shares, cash or other property covered by such award, reduced by the aggregate exercise price or base price of the outstanding award (if any). If, however, the exercise price or base price of any outstanding award is equal to or greater than the fair market value of the common shares, cash or other property covered by such award, the plan administrator may cancel the award without the payment of any consideration to the participant. With respect to ISOs, any such adjustment must be made in accordance with Section 424(h) of the Code and any regulations thereunder. No adjustments will cause any award which is or becomes subject to Section 409A of the Code to fail to comply with the requirements of Section 409A of the Code.

Plan Amendment and Termination

The Board may amend, alter or terminate the 2020 Plan at any time, but no amendment, alteration, or termination will be made that would impair the rights of a participant under any outstanding award without

74 | 2020 Proxy Statement

ZEQ.=9,SEQ=82,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=193284,FOLIO='74',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

the participant's consent. Unless the Board determines otherwise, the Board will obtain approval of the Company's stockholders for any amendment to the 2020 Plan that would require such approval in order to satisfy any rules of the stock exchange on which the Company's common stock is traded or other applicable law. The plan administrator may amend the terms of any outstanding award, prospectively or retroactively, but generally no such amendment will impair the rights of any participant without his or her consent.

Non-transferability of Awards

No award under the 2020 Plan is transferable except as provided in the applicable award agreement or if consented to by the plan administrator in its discretion. Unless otherwise determined by the plan administrator, an Option may be exercised, during the lifetime of the participant, only by the participant or, during any period during which the participant is under a legal disability, by the participant's guardian or legal representative.

Tax Withholding

Each participant will be required to make arrangements satisfactory to the plan administrator regarding payment of the amount of the applicable tax withholding with respect to an award, as determined by the Company. Such payment may be based on tax rates up to the maximum statutory rates in the participant's applicable jurisdiction. The Company has the right, to the extent permitted by

law, to deduct any such taxes from any payment of any kind otherwise due to the participant. With the approval of the plan administrator, the participant may satisfy the foregoing requirement by either electing to have the Company withhold from delivery of shares, cash or other property, as applicable, or by delivering already owned unrestricted common shares, in each case, having a value not exceeding the applicable taxes to be withheld and applied to the tax obligations. The Company may also use any other method of obtaining the necessary payment or proceeds, as permitted by law, to satisfy its withholding obligation with respect to any award.

Unfunded Status of the 2020 Plan

The 2020 Plan is intended to constitute an "unfunded" plan for incentive compensation. With respect to any payments not yet made to a participant by the Company, nothing contained in the 2020 Plan is intended to give the participant any rights that are greater than those of a general creditor of the Company.

New Plan Benefits

The number and type of awards that will be granted under the 2020 Plan are not determinable at this time as the plan administrator will make these determinations in its sole discretion if the 2020 Plan is approved. As of December 31, 2019, the closing per-share price of a share of the Company's common stock on the New York Stock Exchange was $45.43.

U.S. Federal Income Tax Consequences

The following is a summary of the current U.S. federal income tax consequences of awards made under the 2020 Plan. The summary is general in nature and does not purport to be a complete description of all applicable rules, and those rules (including those summarized here) are subject to change. The summary does not attempt to describe (i) any tax consequences arising in the context of a participant's death or disability or (ii) any state or local or non-U.S. tax laws that may be applicable. The following information is provided for stockholders considering how to vote on this proposal and is not tax guidance to participants.

2020 Proxy Statement | 75

ZEQ.=10,SEQ=83,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=920656,FOLIO='75',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

76 | 2020 Proxy Statement

ZEQ.=11,SEQ=84,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=891297,FOLIO='76',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

PROPOSAL 4 —APPROVAL OF THE HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Registration with the SEC

If this proposal is approved, we intend to file a Registration Statement on Form S-8 relating to the issuance of common shares under the 2020 Plan

with the SEC pursuant to the Securities Act of 1933, as amended, as soon as practicable after approval of the 2020 Plan by the stockholders.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Our Board has adopted the 2020 Omnibus Incentive Plan, subject to stockholder approval, and unanimously recommends a vote FOR approval of the 2020 Omnibus Incentive Plan.

end of user-specified TAGGED TABLE

2020 Proxy Statement | 77

ZEQ.=12,SEQ=85,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=350531,FOLIO='77',FILE='DISK126:[19ZCY2.19ZCY14102]EA14102A.;80',USER='CHE105918',CD='20-JAN-2020;16:17' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

STOCK OWNERSHIP INFORMATION

Security Ownership of Certain Beneficial Owners

The following table sets forth those persons or groups who, to our knowledge, beneficially own more than 5% of our common stock, the number of shares beneficially owned by each, and the percentage of

outstanding stock so owned, as of January 7, 2020. At the close of business on January 7, 2020, there were 109,604,218 issued and outstanding shares of our common stock.

COMMAND=ADD_TABLEWIDTH,"120%" User-specified TAGGED TABLE

Name and Address of Beneficial Owner — ​ Title of Class — ​ Amount and Nature of Beneficial Ownership — ​ Percent of Class — ​
The Vanguard Group, Inc. 100 Vanguard Blvd. Malvern, PA 19355 Common Stock 11,729,643 (1) 10.70%
BlackRock, Inc. 55 East 52 nd Street New York, NY 10055 Common Stock 10,247,697 (2) 9.35%
Capital International Investors 11100 Santa Monica Boulevard, 16 th floor Los Angeles, CA 90025 Common Stock 8,532,504 (3) 7.78%
State Farm Mutual Automobile Insurance Company One State Farm Plaza Bloomington, Illinois 61710 Common Stock 8,286,473 (4) 7.56%
State Street Corporation State Street Financial Center One Lincoln Street Boston, MA 02111 Common Stock 5,934,226 (5) 5.41%
Capital World Investors 333 South Hope Street Los Angeles, CA 90071 Common Stock 5,656,000 (6) 5.16%

end of user-specified TAGGED TABLE

(1) This information is based on The Vanguard Group, Inc.'s Schedule 13G Amendment filed with the SEC on February 11, 2019. Of the shares reported as beneficially owned, The Vanguard Group, Inc. has sole voting power over 123,629 shares, sole dispositive power over 11,570,669 shares, shared voting power over 41,331 shares and shared dispositive power over 158,974 shares. (2) This information is based on BlackRock, Inc.'s Schedule 13G Amendment filed with the SEC on February 4, 2019. Of the shares reported as beneficially owned, BlackRock, Inc. has sole voting power over 9,329,413 shares and sole dispositive power over 10,247,697 shares. (3) This information is based on Capital International Investors' Schedule 13G Amendment filed with the SEC on February 14, 2019. Of the shares reported as beneficially owned, Capital International Investors has sole voting power over 8,485,616 shares and sole dispositive power over 8,532,504 shares. Capital International Investors is affiliated with Capital World Investors. (4) This information is based on State Farm Mutual Automobile Insurance Company's Schedule 13G filed with the SEC on February 5, 2019. Of the shares reported as beneficially owned, State Farm Mutual Automobile Insurance Company has sole voting power and sole dispositive power over 8,257,200 shares and shared voting and shared dispositive power over 29,273 shares. (5) This information is based on State Street Corporation's Schedule 13G filed with the SEC on February 14, 2019. Of the shares reported as beneficially owned, State Street Corporation has shared voting power over 5,151,961 shares and shared dispositive power over 5,932,826 shares. (6) This information is based on Capital World Investors' Schedule 13G Amendment filed with the SEC on February 14, 2019. Of the shares reported as beneficially owned, Capital World Investors has sole voting and dispositive power over 5,656,000 shares. Capital World Investors is affiliated with Capital International Investors.

78 | 2020 Proxy Statement

ZEQ.=1,SEQ=86,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=438760,FOLIO='78',FILE='DISK126:[19ZCY2.19ZCY14102]EC14102A.;26',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

STOCK OWNERSHIP INFORMATION

Security Ownership of Directors and Management

The following table sets forth the total number of shares of our common stock beneficially owned by each of the present Directors and nominees, our CEO, all other executive officers named in the

Summary Compensation Table, and all Directors and executive officers as a group, and the percent of the outstanding common stock so owned by each as of January 7, 2020.

COMMAND=ADD_TABLEWIDTH,"140%" User-specified TAGGED TABLE

Directors and Named Executive Officers — ​ Title of Class — ​ Amount and Nature of Beneficial Ownership (1) — ​ Percent of Class (2) — ​
Hans Helmerich Common Stock 2,904,194 (3) 2.65%
John W. Lindsay Common Stock 906,914 (4)
John R. Bell Common Stock 204,515 (5)
Robert L. Stauder Common Stock 166,102 (6)
Cara M. Hair Common Stock 110,045 (7)
Edward B. Rust, Jr. Common Stock 91,697 (8)
John D. Zeglis Common Stock 82,550 (9)
Randy A. Foutch Common Stock 62,408 (10)
Thomas A. Petrie Common Stock 57,242 (11)
Donald F. Robillard, Jr. Common Stock 51,156 (12)
Mark W. Smith Common Stock 40,557 (13)
Kevin G. Cramton Common Stock 18,399 (14)
José R. Mas Common Stock 18,399 (15)
Delaney M. Bellinger Common Stock 6,595 (16)
Mary M. VanDeWeghe Common Stock 2,288 (17)
All Directors and Executive Officers as a Group Common Stock 4,980,593 (18) 4.54%

end of user-specified TAGGED TABLE

(1) Unless otherwise indicated, all shares are owned directly by the named person, and he or she has sole voting and investment power with respect to such shares. Shares owned include restricted shares over which the named person has voting but not investment power. Stock options held by the named person include options exercisable within 60 days of January 7, 2020. (2) Percentage calculation not included if beneficial ownership is less than one percent of class. (3) Includes options to purchase 233,860 shares; 21,282 shares fully vested under our 401(k) Plan; 27,470 shares owned by Mr. Helmerich's wife, with respect to which he has disclaimed all beneficial ownership; 1,583,015 shares held by Mr. Helmerich as Trustee for various family trusts for which he possesses voting and investment power; 65,600 shares held by The Helmerich Trust, an Oklahoma charitable trust, for which Mr. Helmerich is a Trustee for which he possesses voting and investment power; 120,000 shares owned by Saddleridge LLC, of which he is a manager and possesses voting and investment power, 4,000 of Helmerich Grandchildren LLC, of which he is a manager and possesses voting and investment power, and 40,000 shares owned by the Ivy League, Inc., of which he is an officer and director and possesses voting and investment power. (4) Includes options to purchase 634,349 shares; 115,825 restricted shares; and 9,147 shares fully vested under our 401(k) Plan. (5) Includes options to purchase 132,322 shares; 27,159 restricted shares; and 1,781 shares fully vested under our 401(k) Plan. (6) Includes options to purchase 119,172 shares and 35,359 restricted shares. (7) Includes options to purchase 70,443 shares and 27,833 restricted shares.

2020 Proxy Statement | 79

ZEQ.=2,SEQ=87,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=804081,FOLIO='79',FILE='DISK126:[19ZCY2.19ZCY14102]EC14102A.;26',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

STOCK OWNERSHIP INFORMATION

(8) Includes options to purchase 46,619 shares. (9) Includes options to purchase 46,619 shares. (10) Includes options to purchase 46,619 shares. (11) Includes options to purchase 42,945 shares. (12) Includes options to purchase 40,159 shares. (13) Includes options to purchase 5,978 shares and 30,088 restricted shares. (14) Includes options to purchase 12,613 shares. (15) Includes options to purchase 12,613 shares. (16) Includes options to purchase 2,926 shares. (17) Includes 1,788 restricted shares. (18) Includes options to purchase 1,589,615 shares; 308,651 restricted shares; and 32,210 shares fully vested under our 401(k) Plan.

80 | 2020 Proxy Statement

ZEQ.=3,SEQ=88,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=29027,FOLIO='80',FILE='DISK126:[19ZCY2.19ZCY14102]EC14102A.;26',USER='CHE105918',CD='20-JAN-2020;16:17' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

ADDITIONAL INFORMATION

Householding of Annual Meeting Materials

The SEC has adopted rules that permit companies and intermediaries, such as brokers and banks, to provide notice to an address shared by two or more stockholders by delivering a single notice to those stockholders. This procedure is referred to as "householding." We do not household our notice with respect to our stockholders of record. However, if you hold your shares in street name, your intermediary, such as a broker or bank, may rely on householding and you may receive a single notice if you share an address with another stockholder.

Once you have received notice from your broker that they will be householding materials to your address, householding will continue until you are notified otherwise or until you revoke your consent. If, at any time, you no longer wish to participate in householding and would prefer to receive a separate copy of the notice, or if you are receiving multiple copies of the notice and wish to receive only one, please notify your broker. Stockholders who currently receive multiple notices at their address and would like to request "householding" of their communications should contact their broker.

Stockholder Proposals and Nominations

PROPOSALS FOR INCLUSION IN OUR 2021 PROXY MATERIALS

SEC rules permit stockholders to submit proposals to be included in our proxy materials if the stockholder and the proposal satisfy the requirements specified in Rule 14a-8 under the Exchange Act. For a stockholder proposal to be considered for inclusion in

our proxy statement and accompanying proxy for the 2021 annual meeting, the proposal must be received by our Corporate Secretary at the address provided below on or before September 23, 2020.

DIRECTOR NOMINATIONS FOR INCLUSION IN OUR 2021 PROXY MATERIALS (PROXY ACCESS)

Our proxy access by-law permits a stockholder (or a group of up to 20 stockholders) owning 3% or more of the Company's outstanding common stock continuously for at least three years to nominate and include in the Company's proxy materials Director candidates constituting up to the greater of two individuals or 20% of the Board of Directors, if the

nominating stockholder(s) and the nominee(s) satisfy the requirements specified in our By-laws. For the 2021 annual meeting, notice of a proxy access nomination must be received by our Corporate Secretary at the address provided below during the period beginning August 24, 2020, and ending September 23, 2020.

OTHER PROPOSALS OR NOMINATIONS TO BE BROUGHT BEFORE OUR 2021 ANNUAL MEETING

Our By-laws permit a stockholder of record to propose items of business and/or nominate Director candidates that are not intended to be included in our proxy materials if the stockholder complies with the procedures set forth in our advance notice by-law.

For the 2021 annual meeting, notice of such proposals or nominations must be received by our Corporate Secretary at the address provided below during the period beginning November 3, 2020, and ending December 3, 2020.

2020 Proxy Statement | 81

ZEQ.=1,SEQ=89,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=262212,FOLIO='81',FILE='DISK126:[19ZCY2.19ZCY14102]EE14102A.;19',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

ADDITIONAL INFORMATION

ADDRESS FOR SUBMISSION OF NOTICES AND ADDITIONAL INFORMATION

All stockholder nominations or proposals of other items of business to be considered by stockholders at the 2021 annual meeting (whether or not intended for inclusion in our proxy materials) must be submitted in writing to:

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Helmerich & Payne, Inc. Attention: Corporate Secretary 1437 South Boulder Avenue Suite 1400 Tulsa, Oklahoma 74119

end of user-specified TAGGED TABLE

In addition, both the proxy access and the advance notice provisions of our By-laws require a stockholder's notice of a nomination or other item of business to include certain information. Director nominees must also meet certain eligibility requirements. Any stockholder considering introducing a nomination or other item of business should carefully review our By-laws.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

By Order of the Board of Directors,
/s/ Debra R. Stockton
Debra R. Stockton General Counsel and Corporate Secretary

end of user-specified TAGGED TABLE

Dated: January 21, 2020

82 | 2020 Proxy Statement

ZEQ.=2,SEQ=90,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=1006647,FOLIO='82',FILE='DISK126:[19ZCY2.19ZCY14102]EE14102A.;19',USER='CHE105918',CD='20-JAN-2020;16:17' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;" Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 1. Purpose of Plan.

The name of this Plan is the Helmerich & Payne, Inc. 2020 Omnibus Incentive Plan (the " Plan "). The purposes of the Plan are to provide an additional incentive to selected officers, employees and non-employee directors of the Company or its Affiliates whose contributions are essential to the growth and success of the business of the Company and its Affiliates, in order to strengthen the commitment of such persons to the Company and its Affiliates, motivate such persons to faithfully and diligently perform their responsibilities, and attract and retain competent and dedicated persons whose efforts will result in the long-term growth and profitability of the Company and its Affiliates. To accomplish such purposes, the Plan provides that the Company may grant Options, Share Appreciation Rights, Restricted Shares, Restricted Share Units, Share Bonuses, Other Share-Based Awards, Cash Awards or any combination of the foregoing.

Section 2. Definitions.

For purposes of the Plan, the following terms shall be defined as set forth below:

" 2016 Plan " means the Helmerich & Payne, Inc. 2016 Omnibus Incentive Plan, as amended from time to time.

" Administrator " means the Board, or, if and to the extent the Board does not administer the Plan, the Committee in accordance with Section 3 hereof.

" Affiliate " means a Person that directly, or indirectly through one or more intermediaries, controls, or is controlled by, or is under common control with, the Person specified.

" Authorized Officer " has the meaning set forth in Section 3(c) hereof.

" Award " means any Option, Share Appreciation Right, Restricted Share, Restricted Share Unit, Share Bonus, Other Share-Based Award or Cash Award granted under the Plan.

" Award Agreement " means any written agreement, contract or other instrument or document evidencing an Award, including through electronic medium, which shall contain such terms and conditions with respect to an Award as the Administrator shall determine, consistent with the Plan.

" Base Price " has the meaning set forth in Section 8(b) hereof.

" Beneficial Owner " (or any variant thereof) has the meaning defined in Rule 13d-3 under the Exchange Act.

" Board " means the Board of Directors of the Company.

" Business Combination " has the meaning set forth in the definition of Change in Control in Section 2.

" Cash Award " means an Award granted pursuant to Section 12 hereof.

" Cause " has the meaning assigned to such term in the Award Agreement or in any individual employment or severance agreement with the Participant or, if any such agreement does not define "Cause," Cause means termination of employment for one of the following reasons: (i) the conviction of the employee of a felony by a federal or state court of competent jurisdiction; (ii) an act or acts of dishonesty taken by the employee and intended to result in substantial

2020 Proxy Statement | A-1

ZEQ.=1,SEQ=91,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=669534,FOLIO='A-1',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

personal enrichment of the employee at the expense of the Company; or (iii) the employee's willful failure to follow a direct, reasonable and lawful written order from his supervisor, within the reasonable scope of the employee's duties, which failure is not cured within thirty (30) days, provided that no act or failure to act on the employee's part shall be deemed "willful" for this purpose unless done, or omitted to be done, by the employee not in good faith and without reasonable belief that the employee's action or omission was in the best interest of the Company.

" Change in Capitalization " means any (i) merger, amalgamation, consolidation, reclassification, recapitalization, spin-off, spin-out, repurchase or other reorganization or corporate transaction or event, (ii) special or extraordinary dividend or other extraordinary distribution (whether in the form of cash, Common Shares, or other property), share split, reverse share split, subdivision or consolidation, (iii) combination or exchange of shares, or (iv) other change in corporate structure, which, in any such case, the Administrator determines, in its sole discretion, affects the Common Shares such that an adjustment pursuant to Section 5 hereof is appropriate.

" Change in Control " means an event set forth in any one of the following paragraphs shall have occurred:

A-2 | 2020 Proxy Statement

ZEQ.=2,SEQ=92,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=508276,FOLIO='A-2',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Notwithstanding the foregoing, (x) a Change in Control shall not be deemed to have occurred by virtue of the consummation of any transaction or series of integrated transactions immediately following which the holders of Common Shares immediately prior to such transaction or series of transactions continue to have substantially the same proportionate ownership in an entity which owns all or substantially all of the assets of the Company immediately following such transaction or series of transactions and (y) if all or a portion of an Award constitutes deferred compensation under Section 409A of the Code and such Award (or portion thereof) is to be settled, distributed or paid on an accelerated basis due to a Change in Control event that is not a "change in control event" described in Treasury Regulation Section 1.409A-3(i)(5) or successor guidance, if such settlement, distribution or payment would result in additional tax under Section 409A of the Code, such Award (or the portion thereof) shall vest at the time of the Change in Control (provided such accelerated vesting will not result in additional tax under Section 409A of the Code), but settlement, distribution or payment, as the case may be, shall not be accelerated.

" Code " means the Internal Revenue Code of 1986, as amended from time to time, or any successor thereto.

" Committee " means the Human Resources Committee of the Board or such other committee or subcommittee the Board may appoint to administer the Plan. Unless the Board determines otherwise, the Committee shall be composed entirely of individuals who meet the qualifications of (i) a "non-employee director" within the meaning of Rule 16b-3 and (ii) any other qualifications required by the applicable stock exchange on which the Common Shares are traded. If at any time or to any extent the Board shall not administer the Plan, then the functions of the Administrator specified in the Plan shall be exercised by the Committee. Except as otherwise provided in a Charter governing operation of the Committee or in the Company's by-laws, as amended from time to time, any action of the Committee with respect to the administration of the plan shall be taken by a majority vote at a meeting at which a quorum is duly constituted or unanimous written consent of the Committee's members.

" Common Shares " means the common shares, par value U.S. $0.10 per share, of the Company.

" Company " means Helmerich & Payne, Inc., a Delaware corporation (or any successor company, except as the term "Company" is used in the definition of "Change in Control" above).

" Disability " means the Participant is unable to continue employment by reason of any medically determinable physical or mental impairment which can be expected to result in death or can be expected to last for a continuous period of not less than twelve (12) months, as determined in the sole discretion of the Administrator.

" Effective Date " has the meaning set forth in Section 20 hereof.

2020 Proxy Statement | A-3

ZEQ.=3,SEQ=93,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=863773,FOLIO='A-3',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

" Eligible Recipient " means an officer, employee, or non-employee director of the Company or any Affiliate of the Company who has been selected as an eligible participant by the Administrator; provided , however , to the extent required to avoid accelerated taxation and/or tax penalties under Section 409A of the Code, an Eligible Recipient of an Option or a Share Appreciation Right means an employee or non-employee director of the Company or any Affiliate of the Company with respect to whom the Company is an "eligible issuer of service recipient stock" within the meaning of Section 409A of the Code; and provided , further , that an Eligible Recipient of an ISO means an individual who is an employee of the Company, a "parent corporation" (as such term is defined in Section 424(e) of the Code) of the Company or a "subsidiary corporation" (as such term is defined in Section 424(f) of the Code) of the Company.

" Exchange Act " means the Securities Exchange Act of 1934, as amended from time to time.

" Executive Officer " means an officer of the Company who is subject to the liability provisions of Section 16 of the Exchange Act.

" Exercise Price " means, with respect to any Option, the per Share price at which a holder of such Option may purchase Common Shares issuable upon the exercise of such Option.

" Fair Market Value " of a Common Share or another security as of a particular date shall mean the fair market value as determined by the Administrator in its sole discretion; provided, however , (i) if the Common Share or other security is admitted to trading on a national securities exchange, the fair market value on any date shall be the closing sale price reported on such date (or if such date is not a trading day, on the last preceding date on which there was a sale of a Common Share or other security on such exchange), or (ii) if the Common Share or other security is then traded in an over-the-counter market, the fair market value on any date shall be the average of the closing bid and asked prices for the Common Share or other security in such over-the-counter market on such day (or, if none, for the last preceding date on which there was a sale of a Common Share or other security in such market).

" Free Standing Right " has the meaning set forth in Section 8(a) hereof.

" Good Reason " in respect of any Change in Control has the meaning assigned to such term in the Award Agreement or in any individual employment or severance agreement with the Participant or, if any such agreement does not define "Good Reason," means termination of employment for one of the following reasons: (i) the assignment to the employee of any duties inconsistent in any respect with the employee's position (including status, offices, titles and reporting requirements), authority, duties or responsibilities held immediately prior to the Change in Control, or any other action by the Company (or successor or Affiliate) which results in a diminution in such position, compensation, benefits, authority, duties or responsibilities; (ii) any reduction in the employee's annual base salary or annual bonus opportunity, in each case as in effect immediately prior to the Change in Control; (iii) the employee being required to be based at any office or location that is more than 25 miles from the office or location at which the employee was based immediately prior to the Change in Control, except for periodic travel reasonably required in the performance of the employee's responsibilities; or (iv) any reduction by more than 10% in the overall level of the employee's benefits (as in effect immediately prior to the Change in Control) under the Company's (or its successors' or Affiliate's) group life insurance, medical, health, accident, disability, incentive, savings, and retirement plans including all tax qualified and nonqualified plans or programs.

"Incumbent Board" has the meaning set forth in the definition of Change in Control in Section 2.

" ISO " means an Option intended to be and designated as, and that satisfies the requirements to be, an "incentive stock option" within the meaning of Section 422 of the Code.

" Nonqualified Stock Option " means an Option that is not designated as an ISO or that otherwise does not satisfy the requirements to be an ISO, as such requirements are set forth in Section 422 of the Code.

" Option " means an option to purchase Common Shares granted pursuant to Section 7 hereof. The term "Option" as used in the Plan includes the terms "Nonqualified Stock Option" and "ISO."

A-4 | 2020 Proxy Statement

ZEQ.=4,SEQ=94,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=719617,FOLIO='A-4',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

" Other Share-Based Award " means an Award granted pursuant to Section 10 hereof.

" Outstanding Company Common Stock " has the meaning set forth in the definition of Change in Control in Section 2.

" Outstanding Company Voting Securities " has the meaning set forth in the definition of Change in Control in Section 2.

" Participant " means any Eligible Recipient selected by the Administrator, pursuant to the Administrator's authority provided for in Section 3 below, to receive grants of Awards, any permitted assigns, and, upon his or her death, his or her successors, heirs, executors and administrators, as the case may be.

" Person " has the meaning given in Section 3(a)(9) of the Exchange Act, as modified and used in Sections 13(d) and 14(d) thereof.

" Plan " has the meaning set forth in Section 1 hereof.

" Related Right " has the meaning set forth in Section 8(a) hereof.

" Restricted Shares " means Shares granted pursuant to Section 9 hereof subject to certain restrictions that lapse at the end of a specified period or periods.

" Restricted Share Unit " means the right, granted pursuant to Section 9 hereof, to receive the Fair Market Value of a Common Share or, in the case of an Award denominated in cash, to receive the amount of cash per unit that is determined by the Administrator in connection with the Award.

" Retirement " means the termination of a Participant's employment and the Participant both (i) has attained age 55 and (ii) has 15 or more continuous years of service as a full-time employee of the Company, a Subsidiary or Affiliate.

" Rule 16b-3 " has the meaning set forth in Section 3(a) hereof.

" Shares " means Common Shares reserved for issuance under the Plan, as adjusted pursuant to the Plan, and any successor (pursuant to a merger, amalgamation, consolidation or other reorganization) security.

" Share Appreciation Right " means the right to receive, upon exercise of the right, the applicable amounts as described in Section 8 hereof.

" Share Bonus " means a bonus payable in fully vested Common Shares granted pursuant to Section 11 hereof.

" Subsidiary " means, with respect to any Person, as of any date of determination, any other Person as to which such first Person owns or otherwise controls, directly or indirectly, more than 50% of the voting shares or other similar interests or a sole general partner interest or managing member or similar interest of such other Person.

" Transfer " has the meaning set forth in Section 17 hereof.

Section 3. Administration.

2020 Proxy Statement | A-5

ZEQ.=5,SEQ=95,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=887899,FOLIO='A-5',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

A-6 | 2020 Proxy Statement

ZEQ.=6,SEQ=96,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=391061,FOLIO='A-6',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 4. Shares Reserved for Issuance; Certain Limitations; Minimum Vesting.

2020 Proxy Statement | A-7

ZEQ.=7,SEQ=97,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=338476,FOLIO='A-7',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 5. Equitable Adjustments.

A-8 | 2020 Proxy Statement

ZEQ.=8,SEQ=98,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=244435,FOLIO='A-8',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 6. Eligibility.

The Participants under the Plan shall be selected from time to time by the Administrator, in its sole discretion, from those individuals who qualify as Eligible Recipients.

Section 7. Options.

2020 Proxy Statement | A-9

ZEQ.=9,SEQ=99,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=245153,FOLIO='A-9',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 8. Share Appreciation Rights.

A-10 | 2020 Proxy Statement

ZEQ.=10,SEQ=100,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=501425,FOLIO='A-10',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

2020 Proxy Statement | A-11

ZEQ.=11,SEQ=101,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=766469,FOLIO='A-11',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 9. Restricted Shares and Restricted Share Units.

A-12 | 2020 Proxy Statement

ZEQ.=12,SEQ=102,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=1019694,FOLIO='A-12',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 10. Other Share-Based Awards.

Other forms of Awards valued in whole or in part by reference to, or otherwise based on, Common Shares, including dividend equivalents, may be granted either alone or in addition to other Awards (other than in connection with Options or Share Appreciation Rights) under the Plan. Any dividend or dividend equivalent awarded hereunder shall be subject to the same restrictions, conditions and risks of forfeiture as the underlying Awards. Subject to the provisions of the Plan, the Administrator shall have sole and complete authority to determine the individuals to whom and the time or times at which such Other Share-Based Awards shall be granted, the number of Common Shares to be granted pursuant to such Other Share-Based Awards, or the manner in which such Other Share-Based Awards shall be settled (e.g., in Common Shares, cash or other property), or the conditions to the vesting and/or payment or settlement of such Other Share-Based Awards (which may include achievement of performance goals) and all other terms and conditions of such Other Share-Based Awards.

Section 11. Share Bonuses.

In the event that the Administrator grants a Share Bonus, the Shares constituting such Share Bonus shall, as determined by the Administrator, be evidenced in uncertificated form or by a book entry record or a certificate issued in the name of the Participant to whom such grant was made and delivered to such Participant as soon as practicable after the date on which such Share Bonus is payable.

Section 12. Cash Awards.

The Administrator may grant Awards that are payable solely in cash, as deemed by the Administrator to be consistent with the purposes of the Plan, and such Cash Awards shall be subject to the terms, conditions, restrictions and limitations determined by the Administrator, in its sole discretion, from time to time. Cash Awards may be granted with value and payment contingent upon the achievement of performance goals.

Section 13. Change in Control Provisions.

Unless otherwise determined by the Administrator and evidenced in an Award Agreement and subject to Section 3(e) hereof, in the event that (a) a Change in Control occurs and (b) either (x) an outstanding Award is not assumed or substituted in connection therewith or (y) an outstanding Award is assumed or substituted in connection therewith and the Participant's employment or service is terminated by the Company, its successor or an Affiliate thereof without Cause or by the Participant for Good Reason (if applicable) on or after the effective date of the Change in Control but prior to twenty-four (24) months following the Change in Control, then:

2020 Proxy Statement | A-13

ZEQ.=13,SEQ=103,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=537098,FOLIO='A-13',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

If the Administrator determines in its sole discretion pursuant to Section 3(e) hereof to accelerate the vesting of Options and/or Share Appreciation Rights in connection with a Change in Control, the Administrator shall also have discretion in connection with such action to provide that all Options and/or Share Appreciation Rights outstanding immediately prior to such Change in Control shall expire on the effective date of such Change in Control.

For purposes of this Section 13, an outstanding Award shall be considered to be assumed or substituted for if, following the Change in Control, the Award remains subject to the same terms and conditions that were applicable to the Award immediately prior to the Change in Control except that, if the Award related to Shares, the Award instead confers the right to receive common stock of the acquiring entity (or such other security or entity as may be determined by the Administrator, in its sole discretion, pursuant to Section 5 hereof).

Section 14. Amendment and Termination.

The Board may amend, alter or terminate the Plan at any time, but no amendment, alteration, or termination shall be made that would impair the rights of a Participant under any Award theretofore granted without such Participant's consent. Unless the Board determines otherwise, the Board shall obtain approval of the Company's shareholders for any amendment to the Plan that would require such approval in order to satisfy any rules of the stock exchange on which the Common Shares are traded or other applicable law. The Administrator may amend the terms of any Award theretofore granted, prospectively or retroactively, but, subject to Section 5 of the Plan and the immediately preceding sentence, no such amendment shall impair the rights of any Participant without his or her consent.

Section 15. Unfunded Status of Plan.

The Plan is intended to constitute an "unfunded" plan for incentive compensation. With respect to any payments not yet made to a Participant by the Company, nothing contained herein shall give any such Participant any rights that are greater than those of a general creditor of the Company.

Section 16. Withholding Taxes.

Each Participant shall, no later than the date as of which the value of an Award first becomes includible in the gross income of such Participant for purposes of applicable taxes, pay to the Company, or make arrangements satisfactory to the Company regarding payment of, an amount in respect of such taxes up to the maximum statutory rates in the Participant's applicable jurisdiction with respect to the Award, as determined by the Company. The obligations of the Company under the Plan shall be conditional on the making of such payments or arrangements, and the Company shall, to the extent permitted by law, have the right to deduct any such taxes from any payment of any kind otherwise due to such Participant. Whenever cash is to be paid pursuant to an Award, the Company shall have the right to deduct therefrom an amount sufficient to satisfy any applicable withholding tax requirements related thereto as determined by the Company. Whenever Shares or property other than cash are to be delivered pursuant to an Award, the Company shall have the right to require the Participant to remit to the Company in cash an amount sufficient to satisfy any related taxes to be withheld and applied to the tax obligations as determined by the Company; provided, however , that, with the approval of the Administrator, a Participant may satisfy the foregoing requirement by either (i) electing to have the Company withhold from delivery of Shares or other property, as applicable, or (ii) by delivering already owned unrestricted Common Shares, in each case, having a value equal to the applicable taxes to be withheld and applied to the tax obligations as determined by the Company (with any fractional share amounts resulting therefrom settled in cash). Such withheld or already owned and unrestricted Common Shares shall be valued at their Fair Market Value on the date on

A-14 | 2020 Proxy Statement

ZEQ.=14,SEQ=104,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=484029,FOLIO='A-14',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

which the amount of tax to be withheld is determined. Such an election may be made with respect to all or any portion of the Shares to be delivered pursuant to an award. The Company may also use any other method of obtaining the necessary payment or proceeds, as permitted by law, to satisfy its withholding obligation with respect to any Award as determined by the Company.

Section 17. Transfer of Awards.

No purported sale, assignment, mortgage, hypothecation, transfer, charge, pledge, encumbrance, gift, transfer in trust (voting or other) or other disposition of, or creation of a security interest in or lien on, any Award or any agreement or commitment to do any of the foregoing (each, a " Transfer ") by any holder thereof will be valid, except as otherwise expressly provided in an Award Agreement or with the prior written consent of the Administrator, which consent may be granted or withheld in the sole discretion of the Administrator. Any other purported Transfer of an Award or any economic benefit or interest therein shall be null and void ab initio, and shall not create any obligation or liability of the Company, and any Person purportedly acquiring any Award or any economic benefit or interest therein transferred in violation of this Section 17 shall not be entitled to be recognized as a holder of any Common Shares or other property underlying such Award. Unless otherwise determined by the Administrator, an Option may be exercised, during the lifetime of the Participant, only by the Participant or, during any period during which the Participant is under a legal disability, by the Participant's guardian or legal representative.

Section 18. Continued Employment or Service.

Neither the adoption of the Plan nor the grant of an Award hereunder shall confer upon any Eligible Recipient any right to continued employment or service with the Company or any Subsidiary or any Affiliate thereof, as the case may be, nor shall it interfere in any way with the right of the Company or any Subsidiary or Affiliate thereof to terminate the employment or service of any of its Eligible Recipients at any time.

Section 19. Effective Date.

The Plan was adopted by the Board on December 13, 2019 and shall become effective on the date that it is approved by the Company's shareholders (" Effective Date ").

Section 20. Term of Plan.

The Plan will terminate on December 13, 2029, the tenth anniversary of the Board's adoption of the Plan. No Awards shall be granted pursuant to the Plan on or after such date, but Awards theretofore granted may extend beyond that date.

Section 21. Securities Matters and Regulations.

2020 Proxy Statement | A-15

ZEQ.=15,SEQ=105,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=917570,FOLIO='A-15',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 22. Notification of Election Under Section 83(b) of the Code.

If any Participant shall, in connection with the acquisition of Common Shares under the Plan, make the election permitted under Section 83(b) of the Code, such Participant shall notify the Company of such election within ten (10) days after filing notice of the election with the Internal Revenue Service.

Section 23. No Fractional Shares.

No fractional Common Shares shall be issued or delivered pursuant to the Plan. The Administrator shall determine whether cash, other Awards, or other property shall be issued or paid in lieu of such fractional shares or whether such fractional shares or any rights thereto shall be forfeited or otherwise eliminated.

Section 24. Beneficiary.

A Participant may file with the Administrator a written designation of a beneficiary on such form as may be prescribed by the Administrator and may, from time to time, amend or revoke such designation. If no designated beneficiary survives the Participant, the executor or administrator of the Participant's estate shall be deemed to be the Participant's beneficiary.

Section 25. Paperless Administration.

In the event that the Company establishes, for itself or using the services of a third party, an automated system for the documentation, granting or exercise of Awards, such as a system using an internet website or interactive voice response, then the paperless documentation, granting or exercise of Awards by a Participant may be permitted through the use of such an automated system.

Section 26. Severability.

If any provision of the Plan is held to be invalid or unenforceable, the other provisions of the Plan shall not be affected but shall be applied as if the invalid or unenforceable provision had not been included in the Plan.

A-16 | 2020 Proxy Statement

ZEQ.=16,SEQ=106,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=103055,FOLIO='A-16',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section 27. Clawback.

Notwithstanding any other provisions in this Plan, any Award which is subject to recovery under any law, government regulation, stock exchange listing requirement or Company Award Agreement or policy, will be subject to such deductions and clawback as may be required to be made pursuant to such law, government regulation or stock exchange listing requirement (or any Award Agreement or policy adopted by the Company pursuant to any such law, government regulation, stock exchange listing requirement or otherwise).

Section 28. Section 409A of the Code.

The Plan as well as payments and benefits under the Plan are intended to be exempt from, or to the extent subject thereto, to comply with Section 409A of the Code, and, accordingly, to the maximum extent permitted, the Plan shall be interpreted in accordance therewith. Notwithstanding anything contained herein to the contrary, to the extent required in order to avoid accelerated taxation and/or tax penalties under Section 409A of the Code, the Participant shall not be considered to have terminated employment or service with the Company for purposes of the Plan and no payment shall be due to the Participant under the Plan or any Award until the Participant would be considered to have incurred a "separation from service" from the Company and its Affiliates within the meaning of Section 409A of the Code. Any payments described in the Plan that are due within the "short term deferral period" as defined in Section 409A of the Code shall not be treated as deferred compensation unless applicable law requires otherwise. Notwithstanding anything to the contrary in the Plan, to the extent that any Awards (or any other amounts payable under any plan, program or arrangement of the Company or any of its Affiliates) are payable upon a separation from service and such payment would result in the imposition of any individual tax and penalty interest charges imposed under Section 409A of the Code, the settlement and payment of such awards (or other amounts) shall instead be made on the first business day after the date that is six (6) months following such separation from service (or upon death, if earlier). Each amount to be paid or benefit to be provided under this Plan shall be construed as a separate identified payment for purposes of Section 409A of the Code. The Company makes no representation that any or all of the payments or benefits described in this Plan will be exempt from or comply with Section 409A of the Code and makes no undertaking to preclude Section 409A of the Code from applying to any such payment. The Participant shall be solely responsible for the payment of any taxes and penalties incurred under Section 409A.

Section 29. Governing Law.

The Plan and all determinations made and actions taken pursuant thereto shall be governed by and construed in accordance with the laws of the State of Delaware, without giving effect to the principles of conflicts of law of such state.

Section 30. Titles and Headings.

The titles and headings of the sections in the Plan are for convenience of reference only and, in the event of any conflict, the text of the Plan, rather than such titles or headings, shall control.

Section 31. Interpretation.

Unless the context of the Plan otherwise requires, words using the singular or plural number also include the plural or singular number, respectively; derivative forms of defined terms will have correlative meanings; the terms "hereof," "herein" and "hereunder" and derivative or similar words refer to this entire Plan; the term "Section" refers to the specified Section of this Plan and references to "paragraphs" or "clauses" shall be to separate paragraphs or clauses of the

2020 Proxy Statement | A-17

ZEQ.=17,SEQ=107,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=127319,FOLIO='A-17',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17'

Table of Contents

APPENDIX A—HELMERICH & PAYNE, INC. 2020 OMNIBUS INCENTIVE PLAN

Section or subsection in which the reference occurs; the words "include," "includes" and "including" shall be deemed to be followed by the phrase "without limitation"; and the word "or" shall be disjunctive but not exclusive.

Section 32. Successors.

The obligations of the Company under the Plan shall be binding upon any successor corporation or organization resulting from the merger, consolidation or other reorganization of the Company, or upon any successor corporation or organization succeeding to substantially all of the assets and business of the Company.

Section 33. Relationship to other Benefits.

No payment pursuant to the Plan shall be taken into account in determining any benefits under any pension, retirement, savings, profit sharing, group insurance, welfare, or other benefit plan of the Company or any Affiliate except to the extent otherwise expressly provided in writing in such other plan or an agreement thereunder.

A-18 | 2020 Proxy Statement

ZEQ.=18,SEQ=108,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=993489,FOLIO='A-18',FILE='DISK126:[19ZCY2.19ZCY14102]GA14102A.;21',USER='CHE105918',CD='20-JAN-2020;16:17' THIS IS THE END OF A COMPOSITION COMPONENT

COMMAND=ADD_BASECOLOR,"#000000" COMMAND=ADD_DEFAULTFONT,"font-family:arial;" COMMAND=ADD_TABLESHADECOLOR,"#CCEEFF" COMMAND=ADD_STABLERULES,"border-bottom:solid #000000 1.0pt;" COMMAND=ADD_DTABLERULES,"border-bottom:double #000000 2.25pt;" COMMAND=ADD_SCRTABLERULES,"border-bottom:solid #000000 1.0pt;margin-bottom:0pt;" COMMAND=ADD_DCRTABLERULES,"border-bottom:double #000000 2.25pt;margin-bottom:0pt;"

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

OUR 100-YEAR LEGACY
H&P is the leading U.S. unconventional driller, and our drilling experience spans the globe. Our company currently owns and operates land rigs across North America, South America and the Middle East, with offshore
rigs in the Gulf of Mexico. Our people drive our success. H&P is dedicated to providing opportunities and a work environment that is both personally and professionally rewarding. It's the reason many of our employees remain with us
throughout their career.

end of user-specified TAGGED TABLE

A century of achievement, a reputation of excellence. Since 1920, Helmerich & Payne has been the industry's most trusted partner in drilling productivity and reliability.

COMMAND=ADD_TABLEWIDTH,"100%" User-specified TAGGED TABLE

Helmerich & Payne, Inc. 1437 South Boulder Avenue Tulsa, Oklahoma 74119 hpinc.com

end of user-specified TAGGED TABLE

ZEQ.=1,SEQ=109,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=199282,FOLIO='blank',FILE='DISK121:[19ZCY5.19ZCY14105]HO14105A.;13',USER='CHE105918',CD='20-JAN-2020;16:14' THIS IS THE END OF A COMPOSITION COMPONENT

VIEW MATERIALS & VOTE w SCAN TO HELMERICH & PAYNE, INC. 1437 S. BOULDER AVENUE SUITE 1400 TULSA, OK 74119-3623 VOTE BY INTERNET - www.proxyvote.com or scan the QR Barcode above Use the Internet to transmit your voting instructions and for electronic delivery of information. Vote by 11:59 P.M. Eastern Time on March 2, 2020 for shares held directly and by 11:59 P.M. Eastern Time on February 27, 2020 for shares held in a Plan. Have your proxy card in hand when you access the web site and follow the instructions to obtain your records and to create an electronic voting instruction form. ELECTRONIC DELIVERY OF FUTURE PROXY MATERIALS If you would like to reduce the costs incurred by our company in mailing proxy materials, you can consent to receiving all future proxy statements, proxy cards and annual reports electronically via e-mail or the Internet. To sign up for electronic delivery, please follow the instructions above to vote using the Internet and, when prompted, indicate that you agree to receive or access proxy materials electronically in future years. VOTE BY PHONE - 1-800-690-6903 Use any touch-tone telephone to transmit your voting instructions. Vote by 11:59 P.M. Eastern Time on March 2, 2020 for shares held directly and by 11:59 P.M. Eastern Time on February 27, 2020 for shares held in a Plan. Have your proxy card in hand when you call and then follow the instructions. **If you vote by Internet or telephone, you do not need to mail back the attached proxy card. VOTE BY MAIL Mark, sign and date your proxy card and return it in the postage-paid envelope we have provided or return it to Vote Processing, c/o Broadridge, 51 Mercedes Way, Edgewood, NY 11717. TO VOTE, MARK BLOCKS BELOW IN BLUE OR BLACK INK AS FOLLOWS: E88125-P31657 KEEP THIS PORTION FOR YOUR RECORDS DETACH AND RETURN THIS PORTION ONLY THIS PROXY CARD IS VALID ONLY WHEN SIGNED AND DATED. HELMERICH & PAYNE, INC. The Board of Directors recommends you vote FOR the following: For Against Abstain 1. Election of Directors ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! ! 1a. Delaney M. Bellinger The Board of Directors recommends you vote FOR proposals 2, 3 and 4. For Against Abstain 1b. Kevin G. Cramton ! ! ! ! ! ! ! ! ! 1c. Randy A. Foutch 2. Ratification of Ernst & Young LLP as auditors for 2020. 1d. Hans Helmerich 3. Advisory vote on executive compensation. 4. Approval of a new LTI plan ("The 2020 Omnibus Incentive Plan"). 1e. John W. Lindsay 1f. José R. Mas NOTE: Such other business as may properly come before the meeting or any adjournment thereof. 1g. Thomas A. Petrie 1h. Donald F. Robillard, Jr. 1i. Edward B. Rust, Jr. 1j. Mary M. VanDeWeghe ! 1k. John D. Zeglis For address change/comments, mark here. (see reverse for instructions) Please sign exactly as your name(s) appear(s) hereon. When signing as attorney, executor, administrator, or other fiduciary, please give full title as such. Joint owners should each sign personally. All holders must sign. If a corporation or partnership, please sign in full corporate or partnership name by authorized officer. Signature [PLEASE SIGN WITHIN BOX] Date Signature (Joint Owners) Date

ZEQ.=1,SEQ=110,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=485493,FOLIO='',FILE="DISK128:[19ZCY3.19ZCY14103]23841-3-BG_ZCY14103.CHC",USER="JDAY",CD='Jan 16 20:42 2020'

Important Notice Regarding the Availability of Proxy Materials for the Annual Meeting: The Notice and Proxy Statement and Annual Report are available at www.proxyvote.com. E88126-P31657 HELMERICH & PAYNE, INC. Annual Meeting of Stockholders This proxy is solicited by and on behalf of the Board of Directors The undersigned hereby appoints as his/her proxies, with powers of substitution and revocation, Hans Helmerich, John W. Lindsay, and Cara M. Hair, and each of them (the "Proxies"), to vote all shares of Helmerich & Payne, Inc., which the undersigned would be entitled to vote at the Annual Meeting of Stockholders of Helmerich & Payne, Inc., to be held at Boulder Towers, H&P Conference Center, 11th Floor, 1437 South Boulder Avenue, Tulsa, Oklahoma, on Tuesday, March 3, 2020, at 12:00 noon, Tulsa time, and all adjournments thereof. THIS PROXY WILL BE VOTED AS SPECIFIED OR, IF NO CHOICE IS SPECIFIED, FOR THE ELECTION OF THE FULL SLATE OF DIRECTORS AND FOR PROPOSALS 2, 3 AND 4. IF ANY OTHER MATTER SHOULD PROPERLY BE BROUGHT BEFORE THE MEETING, THE PERSONS NAMED AS PROXIES WILL VOTE ON SUCH MATTERS IN ACCORDANCE WITH THEIR BEST JUDGMENT. (If you noted any Address Changes/Comments above, please mark corresponding box on the reverse side.) Continued and to be signed on reverse side Address changes/comments:

ZEQ.=1,SEQ=111,EFW="2240170",CP="HELMERICH & PAYNE, INC.",DN="1",CHK=73011,FOLIO='',FILE="DISK128:[19ZCY3.19ZCY14103]23841-3-BG_ZCY14103.CHC",USER="JDAY",CD='Jan 16 20:42 2020' TOCEXISTFLAG

Talk to a Data Expert

Have a question? We'll get back to you promptly.