Destiny Media Technologies Inc. — Proxy Solicitation & Information Statement 2024

Feb 27, 2024

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512 SE Salmon St Portland, OR 97214

Investor Address Line 1 Investor Address Line 2 Investor Address Line 3 Investor Address Line 4 Investor Address Line 5 John Sample 1234567812345678 1234 ANYWHERE STREET 1234567812345678 ANY CITY, ON A1A 1A1 1234567812345678 12345678 12345678

SCAN TO VIEW MATERIALS & VOTE

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. ET on 02/22/2024. 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. VOTE BY PHONE - 1-800-690-6903

Use any touch-tone telephone to transmit your voting instructions. Vote by 11:59 P.M. ET on 02/22/2024. Have your proxy card in hand when you call and then follow the instructions.

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.

CONTROL # → NAME THE COMPANY NAME INC. - COMMON SHARES 123,456,789,012.12345 THE COMPANY NAME INC. - CLASS A 123,456,789,012.12345 THE COMPANY NAME INC. - CLASS B 123,456,789,012.12345 THE COMPANY NAME INC. - CLASS C 123,456,789,012.12345 THE COMPANY NAME INC. - CLASS D 123,456,789,012.12345 THE COMPANY NAME INC. - CLASS E 123,456,789,012.12345 THE COMPANY NAME INC. - CLASS F 123,456,789,012.12345 THE COMPANY NAME INC. - 401 K 123,456,789,012.12345 x PAGE 1 OF 2

TO VOTE, MARK BLOCKS BELOW IN BLUE OR BLACK INK AS FOLLOWS:

KEEP THIS PORTION FOR YOUR RECORDS DETACH AND RETURN THIS PORTION ONLY

THIS PROXY CARD IS VALID ONLY WHEN SIGNED AND DATED.

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The Board of Directors recommends you vote FOR the following:

1. To elect five members of the Company's Board of Directors, until the next annual meeting or until their respective successors have been elected or qualified The Board of Directors recommends you vote 3 Nominees For Withhold YEARS on the following proposal: 3 years 2 years 1 year 1A Frederick Vandenberg 0 0 3 To hold an advisory vote on the frequency of 0 0 0 future advisory votes on the named executive officer(s). THE BOARD OF DIRECTORS RECOMMENDS 1B Hyonmyong Cho 0 0 THAT STOCKHOLDERS VOTE "3 YEARS". 1C S. Jay Graber 0 0 The Board of Directors recommends you vote FOR the following proposal: For Against Abstain 1D David Summers 0 0 4 To hold an advisory vote to approve the named 0 0 0 executive officer compensation. THE BOARD OF DIRECTORS RECOMMENDS THAT STOCKHOLDERS VOTE 1E David Mossberg 0 0 "FOR" The Board of Directors recommends you vote FOR NOTE: Such other business as may properly come the following proposal: For Against Abstain before the meeting or any adjournment thereof. 2 To ratify the appointment of Smythe LLP as the 0 0 0 Company's independent registered public accounting firm for the fiscal year ending August 31, 2024.

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.

SHARES CUSIP # SEQUENCE # Date

JOB #

Signature (Joint Owners)

Signature [PLEASE SIGN WITHIN BOX]

Date

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Important Notice Regarding the Availability of Proxy Materials for the Annual Meeting: The Notice & Proxy Statement, Form 10-K is/are available at www.proxyvote.com

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DESTINY MEDIA TECHNOLOGIES, INC. Annual General Meeting of Stockholders To be held FEBRUARY 23, 2024 at 10:00AM (PACIFIC STANDARD TIME) This proxy is solicited by the Board of Directors

The stockholder(s) hereby appoint(s) Frederick Vandenberg and/or Olya Massalitina each of them, the true and lawful attorneys and proxies, each with the power to appoint his or her substitute, and hereby authorize(s) them to represent and to vote, all the shares of Common Stock of DESTINY MEDIA TECHNOLOGIES, INC. that the stockholder(s) is/are entitled to vote at the Annual General Meeting of Stockholders to be held at 10:00AM, (PACIFIC STANDARD TIME) on February 23, 2024, at the offices of Bentall Floor 4, 1575 West Georgia St. Vancouver BC, Canada, V6G 2V3, and any adjournment or postponement thereof, as designated on the reverse side of this ballot, and with discretionary authority to vote as to any matters that may properly come before the meeting.

This proxy, when properly executed, will be voted in the manner directed herein. If no such direction is made, this proxy will be voted in accordance with the Board of Directors' recommendations.

Continued and to be signed on reverse side