UPWORK, INC — Director's Dealing 2020

Nov 21, 2020

SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: Upwork Inc. (UPWK)
CIK: 0001627475
Period of Report: 2020-11-18

Reporting Person: Gilpin Eric (Senior VP, Sales)

Non-Derivative Transactions

Date	Security	Code	Shares	Price	A/D	Holdings After	Ownership
2020-11-18	Common Stock	M	6735	—	Acquired	10422	Direct
2020-11-18	Common Stock	S	3144	$34.0994	Disposed	7278	Direct
2020-11-20	Common Stock	S	2622	$35.4821	Disposed	4656	Direct
2020-11-20	Common Stock	S	969	$36.039	Disposed	3687	Direct

Derivative Transactions

Date	Security	Exercise Price	Code	Shares	A/D	Expiration	Underlying	Ownership
2020-11-18	Restricted Stock Units (RSU)	$	M	6735	Disposed		Common Stock (6735)	Direct

Footnotes

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F2: Includes 1,081 shares acquired under the Issuer's employee stock purchase plan on November 13, 2020.

F3: Represents the number of shares required to be sold by the Reporting Person to cover tax withholding obligations in connection with the vesting of the RSUs listed in Table II. This sale is mandated by the Issuer's election under its equity incentive plans to require the satisfaction of tax withholding obligations to be funded by a "sell to cover" transaction and does not represent a discretionary trade by the Reporting Person.

F4: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $33.59 to $34.535 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F5: This transaction was effected pursuant to a Rule 10b5-1 trading plan previously adopted by the Reporting Person.

F6: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $34.87 to $35.86 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F7: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $35.88 to $36.13 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F8: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2020, subject to the continuing employment of the Reporting Person on each vesting date.