DOCUSIGN, INC.

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

DOCUSIGN, INC.

(Name of Registrant as Specified In Its Charter)

(Name of Person(s) Filing Proxy Statement, if other than the Registrant)

Letter from our Board Chair

April 16, 2026

Fellow Stockholders,

At Docusign, our mission is to bring agreements to life by pioneering a new category — Intelligent Agreement Management — that addresses the entire agreement process. Our Board supports that mission by ensuring Docusign has the right leadership, the right governance and oversight, and the right management incentives to deliver on Docusign's strategy and create durable, long-term value.

Over the last year, the Board took important steps to enhance our corporate governance and executive compensation in line with stockholder feedback:

Board Refreshment

We welcomed Mike Rosenbaum, CEO of Guidewire Software, as an independent director and Compensation and Leadership Development Committee (“Compensation Committee”) member, adding valuable growth, product, and go-to-market expertise to our Board. We adopted Board leadership rotation guidelines and put them into effect. I took the Board Chair role and we appointednew chairs for two out of three Board committees. We entered fiscal 2027 with at least one new member on each Board committee, and an average director tenure of seven years. In March 2026, Brian Roberts of Andreessen Horowitz also joined our Board as an independent director, and in April 2026 as an Audit Committee member, enhancing the finance, strategy and operating expertise represented on the Board.

Responsive Changes Following 2025 Say-On-Pay Vote

A majority of our stockholders supported our Say-On-Pay proposal in 2025, following a multi-year program of engagement and responsiveness. This represented important progress after challenging results in 2023 and 2024. However, our Compensation Committee recognized that we still had more to do, and resolved to better understand and address stockholders’ additional executive compensation and disclosure concerns. We believe the resulting changes further enhance our programs and respond meaningfully to stockholder feedback:

These most recent changes illustrate the seriousness with which we hear your feedback. We will continue to listen carefully to investors’ views as we assess future compensation changes that are aimed at assembling and retaining the best management team to advance the creation of long-term stockholder value.

Board Declassification Plan

Finally, the Board regularly reviews our corporate governance features in light of Docusign’s long-term strategy and stockholder feedback. Based on our most recent review, the Board anticipates seeking stockholder approval in 2027 to amend the Company’s certificate of incorporation to declassify the Board. This action would phase out the three-year staggered terms of our directors starting in 2028, and transition to annual election of all directors by the 2030 annual meeting.

Thank you for your continued investment and trust in Docusign.

Sincerely,

James Beer

Chair of the Board of Directors

Notice of 2026 Annual Meeting of Stockholders

Dear Stockholder:

You are cordially invited to attend the 2026 Annual Meeting of Stockholders (the “Annual Meeting”) of Docusign, Inc., a Delaware corporation (the “Company”). The Annual Meeting will be held in a virtual format via an online live webcast.

We are holding the Annual Meeting for the following purposes, as more fully described in the accompanying proxy statement:

These items of business are more fully described in the Proxy Statement accompanying this Notice.

The record date for the Annual Meeting is April 7, 2026. Only stockholders of record at the close of business on that date may vote at the meeting or any adjournment thereof. On or about April 16, 2026, we expect to mail to our stockholders a Notice of Internet Availability of Proxy Materials containing instructions on how to access our Proxy Statement and annual report.

The Annual Meeting can be accessed by visitingwww.virtualshareholdermeeting.com/DOCU2026, where you will be able to listen to the meeting live, submit questions and vote online. We encourage you to check the Annual Meeting website and our press releases on our investor relations website atinvestor.docusign.com prior to the virtual Annual Meeting if you plan to attend.

By Order of the Board of Directors,

President & Chief Executive Officer

San Francisco, California, April 16, 2026

All stockholders are cordially invited to attend the Annual Meeting. Whether or not you plan to attend the Annual Meeting, you are encouraged to submit your proxy and voting instructions via the Internet, by telephone or, if you received a paper proxy card and voting instructions by mail, you may vote your shares by completing, signing and dating the proxy card as promptly as possible and returning it in the enclosed envelope (to which no postage need be affixed if mailed in the United States). Even if you have given your proxy, you may still vote online if you attend the Annual Meeting. Please note, however, that if your shares are held of record by a broker, bank or other nominee and you wish to vote at the Annual Meeting, you must obtain from the record holder a proxy issued in your name. You may revoke a previously delivered proxy at any time prior to the Annual Meeting. You may do so automatically by voting online at the Annual Meeting, or by delivering to us a written notice of revocation or a duly executed proxy bearing a date later than the date of the proxy being revoked.

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