James P. Shaughnessy - 15 Dec 2025 Form 4 Insider Report for DOCUSIGN, INC. (DOCU)

Role: Chief Legal Officer
Signature: /s/ Derrick Chapman, Attorney-in-fact
Issuer symbol: DOCU
Transactions as of: 15 Dec 2025
Net transactions value: $0
Form type: 4
Filing time: 17 Dec 2025, 18:56:56 UTC
Previous filing: 02 Oct 2025
Next filing: 06 Jan 2026
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Shaughnessy James P	Chief Legal Officer	C/O DOCUSIGN, INC., 221 MAIN STREET, SUITE 800, SAN FRANCISCO	/s/ Derrick Chapman, Attorney-in-fact	17 Dec 2025	0001294600

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	DOCU	Common Stock	Options Exercise	$0	+20,968	+38%	$0.000000	76,410	15 Dec 2025	Direct
transaction	DOCU	Common Stock	Tax liability	$0	-9,860	-13%	$0.000000	66,550	15 Dec 2025	Direct	F1

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	DOCU	Restricted Stock Units	Options Exercise	$0	-4,391	-33%	$0.000000	8,783	15 Dec 2025	Common Stock	4,391		Direct	F2, F3, F4
transaction	DOCU	Restricted Stock Units	Options Exercise	$0	-2,932	-25%	$0.000000	8,795	15 Dec 2025	Common Stock	2,932		Direct	F2, F4, F5
transaction	DOCU	Restricted Stock Units	Options Exercise	$0	-2,187	-14%	$0.000000	13,124	15 Dec 2025	Common Stock	2,187		Direct	F2, F4, F6
transaction	DOCU	Restricted Stock Units	Options Exercise	$0	-3,370	-9.1%	$0.000000	33,702	15 Dec 2025	Common Stock	3,370		Direct	F2, F4, F7
transaction	DOCU	Restricted Stock Units	Options Exercise	$0	-3,457	-11%	$0.000000	27,656	15 Dec 2025	Common Stock	3,457		Direct	F2, F4, F8
transaction	DOCU	Performance Stock Units	Options Exercise	$0	-535	-33%	$0.000000	1,071	15 Dec 2025	Common Stock	535		Direct	F9, F10
transaction	DOCU	Performance Stock Units	Options Exercise	$0	-1,458	-33%	$0.000000	2,918	15 Dec 2025	Common Stock	1,458		Direct	F9, F11
transaction	DOCU	Performance Stock Units	Options Exercise	$0	-1,093	-14%	$0.000000	6,928	15 Dec 2025	Common Stock	1,093		Direct	F9, F12
transaction	DOCU	Performance Stock Units	Options Exercise	$0	-1,545	-27%	$0.000000	4,215	15 Dec 2025	Common Stock	1,545		Direct	F9, F13

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
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.