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DOCUSIGN, INC. Director's Dealing 2025

Dec 17, 2025

30367_dirs_2025-12-17_57628027-e219-41b3-88d6-884c05769efd.zip

Director's Dealing

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SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: DOCUSIGN, INC. (DOCU)
CIK: 0001261333
Period of Report: 2025-12-15

Reporting Person: Shaughnessy James P (Chief Legal Officer)

Non-Derivative Transactions

Date Security Code Shares Price A/D Holdings After Ownership
2025-12-15 Common Stock M 20968 Acquired 76410 Direct
2025-12-15 Common Stock F 9860 Disposed 66550 Direct

Derivative Transactions

Date Security Exercise Price Code Shares A/D Expiration Underlying Ownership
2025-12-15 Restricted Stock Units $ M 4391 Disposed Common Stock (4391) Direct
2025-12-15 Restricted Stock Units $ M 2932 Disposed Common Stock (2932) Direct
2025-12-15 Restricted Stock Units $ M 2187 Disposed Common Stock (2187) Direct
2025-12-15 Restricted Stock Units $ M 3370 Disposed Common Stock (3370) Direct
2025-12-15 Restricted Stock Units $ M 3457 Disposed Common Stock (3457) Direct
2025-12-15 Performance Stock Units $ M 535 Disposed Common Stock (535) Direct
2025-12-15 Performance Stock Units $ M 1458 Disposed Common Stock (1458) Direct
2025-12-15 Performance Stock Units $ M 1093 Disposed Common Stock (1093) Direct
2025-12-15 Performance Stock Units $ M 1545 Disposed Common Stock (1545) Direct

Footnotes

F1: Represents shares withheld by the Issuer to satisfy a tax obligation realized by the Reporting Person upon the vesting and settlement of restricted stock units ("RSUs") or performance-vested restricted stock units ("PSUs").

F2: Each RSU represents a contingent right to receive one share of the Issuer's common stock.

F3: The RSUs will vest 35% on the one year anniversary of the grant date, 35% in equal quarterly installments after year one, 15% in equal quarterly installments after year two, and 15% in equal quarterly installments after year 3, with a vesting commencement date of June 10, 2022, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer.

F4: The RSUs do not expire; they either vest or are canceled prior to vesting date.

F5: The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of July 10, 2022, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer.

F6: The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2023, in each case subject to the reporting person being a service provider through such date.

F7: The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2024, in each case subject to the reporting person being a service provider through such date.

F8: The RSUs will vest quarterly over a four year period commencing May 10, 2025, with 40% vesting during year 1, 35% vesting during year 2, 15% vesting during year 3, and 10% vesting during year 4, in each case subject to the Reporting Person being a service provider through each such date.

F9: Each PSU represents a contingent right to receive one share of the Issuer's common stock.

F10: The PSUs will vest depending on the Company's subscription revenue for the twelve-month period ended January 31, 2024 (the "FY24 Performance Period"). The maximum number of the subscription revenue-based PSUs that may vest is capped at 200% of the target number of subscription revenue-based PSUs. To the extent achieved, 1/3 of any achieved subscription revenue-based PSUs will vest following the one-year anniversary of the date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.

F11: The PSUs will vest depending on the Company's free cash flow for the FY24 Performance Period. The maximum number of free cash flow-based PSUs that may vest is capped at 200% of the target number of free cash flow-based PSUs. To the extent achieved, 1/3 of any achieved free cash flow-based PSUs will vest following the one-year anniversary of the date of grant and the balance will vest in eight equal quarterly installments thereafter subject to continued service with certain limited exceptions.

F12: The PSUs will vest depending on the Company's subscription revenue for the twelve-month period ended January 31, 2025 (the "FY25 Performance Period"). The maximum number of subscription revenue-based PSUs that may vest is capped at 200% of the target number of subscription revenue-based PSUs. To the extent achieved, 1/3 of any achieved subscription revenue-based PSUs will vest following the one-year anniversary of the vesting commencement date and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.

F13: The PSUs will vest depending on the Company's free cash flow for the FY25 Performance Period. The maximum number of free cash flow-based PSUs that may vest is capped at 200% of the target number of free cash flow-based PSUs. To the extent achieved, 1/3 of any achieved free cash flow-based PSUs will vest following the one-year anniversary of the vesting commencement date and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.