person · Reporting owner

GRAYSON BLAKE JEFFREY

Disclosed activity across 2 companies

Tapewire entity: 24552
SEC CIK: 0001796825

Reported relationships

Latest disclosed role at each company.

Company	Last reported as	Report date	Published
DOCUSIGN, INC.DOCU · Entity 2242	Chief Financial Officer	September 15, 2026	September 16, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

DOCUSIGN, INC.

Report date September 15, 2026 · Filed September 16, 2026

Security / award	Ownership account	Disclosed shares / units	Disclosure context
Common StockSEC Table I · non-derivative	Direct	107,933	Ending reported balance After 2026-09-15 transaction · row 2 2 source rows · reconciled sequence Row 1 · 2026-09-15 · Exercise / conversion · Acquired 44,234 · Balance 125,663 Row 2 · 2026-09-15 · Tax withholding · Disposed 17,730 · Balance 107,933 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") and performance-vested restricted stock unit ("PSUs").
Restricted Stock UnitsSEC Table II · derivative / convertible security	Direct	69,424	Reported balance After 2026-09-15 transaction · row 3 Instrument identity requires review; Table II rows are not merged. 1 source row Row 3 · 2026-09-15 · Exercise / conversion · Disposed 23,141 · Balance 69,424 F2: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F3: The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs 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.
Restricted Stock UnitsSEC Table II · derivative / convertible security	Direct	35,835	Reported balance After 2026-09-15 transaction · row 4 Instrument identity requires review; Table II rows are not merged. 1 source row Row 4 · 2026-09-15 · Exercise / conversion · Disposed 5,119 · Balance 35,835 F2: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F5: 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. F4: The RSUs do not expire; they either vest or are canceled prior to vesting date.
Restricted Stock UnitsSEC Table II · derivative / convertible security	Direct	26,576	Reported balance After 2026-09-15 transaction · row 5 Instrument identity requires review; Table II rows are not merged. 1 source row Row 5 · 2026-09-15 · Exercise / conversion · Disposed 4,537 · Balance 26,576 F2: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F6: 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. F4: The RSUs do not expire; they either vest or are canceled prior to vesting date.
Restricted Stock UnitsSEC Table II · derivative / convertible security	Direct	81,767	Reported balance After 2026-09-15 transaction · row 6 Instrument identity requires review; Table II rows are not merged. 1 source row Row 6 · 2026-09-15 · Exercise / conversion · Disposed 7,433 · Balance 81,767 F2: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F7: The RSUs will vest in equal quarterly installments over three years, with a vesting commencement date of May 10, 2026, in each case subject to the Reporting Person being a service provider through such date. F4: The RSUs do not expire; they either vest or are canceled prior to vesting date.
Performance Stock UnitsSEC Table II · derivative / convertible security	Direct	5,550	Reported balance After 2026-09-15 transaction · row 7 Instrument identity requires review; Table II rows are not merged. 1 source row Row 7 · 2026-09-15 · Exercise / conversion · Disposed 1,658 · Balance 5,550 F8: Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock. F9: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
Performance Stock UnitsSEC Table II · derivative / convertible security	Direct	0	Reported balance After 2026-09-15 transaction · row 8 Instrument identity requires review; Table II rows are not merged. 1 source row Row 8 · 2026-09-15 · Exercise / conversion · Disposed 2,346 · Balance 0 F8: Each performance stock unit ("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 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.

Filing footnotes · ownership attribution and instrument terms

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") and performance-vested restricted stock unit ("PSUs").

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

F3: The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs 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 May 10, 2024, in each case subject to the reporting person being a service provider through such date.

F6: 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.

F7: The RSUs will vest in equal quarterly installments over three years, with a vesting commencement date of May 10, 2026, in each case subject to the Reporting Person being a service provider through such date.

F8: Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.

F9: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.

F10: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.

Past disclosures · reporting ended (1)

No longer tracked through insider filings. These historical balances do not imply present ownership or a zero position.

Trade Desk, Inc.

Report date May 31, 2023 · Filed June 01, 2023

Section 16 reporting ended · disclosed 2023-06-01. Current position is not established by this disclosure.

Security / award	Ownership account	Disclosed shares / units	Disclosure context
Class A Common StockSEC Table I · non-derivative	Direct	52,996	Ending reported balance After 2023-05-31 transaction · row 6 6 source rows · reconciled sequence Row 1 · 2023-05-31 · Disposition to issuer · Disposed 32,540 · Balance 228,577 F1: The related shares were represented by restricted stock awards previously granted to the Reporting Person on December 27, 2019 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited. Row 2 · 2023-05-31 · Disposition to issuer · Disposed 12,150 · Balance 216,427 F1: The related shares were represented by restricted stock awards previously granted to the Reporting Person on December 27, 2019 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited. Row 3 · 2023-05-31 · Disposition to issuer · Disposed 13,460 · Balance 202,967 F2: The related shares were represented by restricted stock awards previously granted to the Reporting Person on May 15, 2020 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited. Row 4 · 2023-05-31 · Disposition to issuer · Disposed 17,890 · Balance 185,077 F3: The related shares were represented by restricted stock awards previously granted to the Reporting Person on April 28, 2021 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited. Row 5 · 2023-05-31 · Disposition to issuer · Disposed 38,321 · Balance 146,756 F4: The related shares were represented by restricted stock awards previously granted to the Reporting Person on April 26, 2022 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited. Row 6 · 2023-05-31 · Disposition to issuer · Disposed 93,760 · Balance 52,996 F5: The related shares were represented by restricted stock awards previously granted to the Reporting Person on April 24, 2023 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited.

Filing footnotes · ownership attribution and instrument terms

F1: The related shares were represented by restricted stock awards previously granted to the Reporting Person on December 27, 2019 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited.

F2: The related shares were represented by restricted stock awards previously granted to the Reporting Person on May 15, 2020 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited.

F3: The related shares were represented by restricted stock awards previously granted to the Reporting Person on April 28, 2021 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited.

F4: The related shares were represented by restricted stock awards previously granted to the Reporting Person on April 26, 2022 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited.

F5: The related shares were represented by restricted stock awards previously granted to the Reporting Person on April 24, 2023 that were subject to vesting. In connection with the Reporting Person's termination of employment with the Issuer, the unvested restricted stock awards were forfeited.

Transaction history

JSON API

Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction date	Company	Activity / security	Shares / units	Reported price	Reported value	Details
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	2,346	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · derivative · entry 8 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 0 Underlying: Common Stock · 2,346 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F8 · derivative.exercise_price: Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock. F10 · derivative.exercise_date: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. F10 · derivative.expiration_date: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	1,658	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · derivative · entry 7 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 5,550 Underlying: Common Stock · 1,658 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F8 · derivative.exercise_price: Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock. F9 · derivative.exercise_date: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. F9 · derivative.expiration_date: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	7,433	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · derivative · entry 6 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 81,767 Underlying: Common Stock · 7,433 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F7 · derivative.exercise_date: The RSUs will vest in equal quarterly installments over three years, with a vesting commencement date of May 10, 2026, in each case subject to the Reporting Person being a service provider through such date. F4 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	4,537	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · derivative · entry 5 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 26,576 Underlying: Common Stock · 4,537 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F6 · derivative.exercise_date: 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. F4 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,119	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · derivative · entry 4 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 35,835 Underlying: Common Stock · 5,119 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F5 · derivative.exercise_date: 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. F4 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	23,141	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · derivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 69,424 Underlying: Common Stock · 23,141 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F3 · derivative.exercise_date: The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs 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 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Tax withholdingCommon Stock	17,730	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 107,933 F1 · shares: 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") and performance-vested restricted stock unit ("PSUs"). Read SEC document
September 15, 2026 Filed Sep 16, 2026 22:30 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionCommon Stock	44,234	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000018 · wk-form4_1789597843.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 125,663 Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. Read SEC document
September 08, 2026 Filed Sep 9, 2026 23:15 UTC Amendment	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	3,450	$66.64	$229,908.00	Disclosure SEC source: 0001796825-26-000016 · wk-form4a_1788995706.xml · nonDerivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 81,429 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F3 · price: The shares were sold at prices ranging from $65.96 to $66.87. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 08, 2026 Filed Sep 9, 2026 23:15 UTC Amendment	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	11,550	$65.25	$753,637.50	Disclosure SEC source: 0001796825-26-000016 · wk-form4a_1788995706.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 84,879 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F2 · price: The shares were sold at prices ranging from $64.91 to $65.85. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 08, 2026 Filed Sep 8, 2026 23:43 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	3,450	$66.64	$229,908.00	Disclosure SEC source: 0001796825-26-000014 · wk-form4_1788911028.xml · nonDerivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 81,429 F3 · price: The shares were sold at prices ranging from $65.96 to $66.87. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 08, 2026 Filed Sep 8, 2026 23:43 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	11,550	$65.25	$753,637.50	Disclosure SEC source: 0001796825-26-000014 · wk-form4_1788911028.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 84,879 F2 · price: The shares were sold at prices ranging from $64.91 to $65.85. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 04, 2026 Filed Sep 9, 2026 23:15 UTC Amendment	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	30,000	$70.00	$2,100,000.00	Disclosure SEC source: 0001796825-26-000016 · wk-form4a_1788995706.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 96,429 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. Read SEC document
September 04, 2026 Filed Sep 8, 2026 23:43 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	30,000	$70.00	$2,100,000.00	Disclosure SEC source: 0001796825-26-000014 · wk-form4_1788911028.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 96,429 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. Read SEC document
August 07, 2026 Filed Aug 11, 2026 21:18 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	15,000	$60.00	$900,000.00	Disclosure SEC source: 0001796825-26-000012 · wk-form4_1786483091.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 126,429 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. Read SEC document
July 09, 2026 Filed Jul 10, 2026 20:44 UTC	DOCUSIGN, INC. DOCU · Entity 2242	GrantPerformance Stock Units · Derivative	44,600	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000010 · wk-form4_1783716270.xml · derivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 44,600 Underlying: Common Stock · 44,600 shares Expires not disclosed F4 · derivative.exercise_price: Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock. F7 · derivative.exercise_date: The PSUs will vest depending on the Issuer's achievement of free cash flow goals over the FY29 Financial Performance Period, with the goals established at the beginning of the first, second and third 12-month periods during the FY29 Financial 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. 100% of any achieved free cash flow-based PSUs will vest on June 10, 2029, subject to the Reporting Person's continued service with certain limited exceptions. F6 · derivative.expiration_date: PSUs do not expire; they either vest or are canceled prior to the vest date. Read SEC document
July 09, 2026 Filed Jul 10, 2026 20:44 UTC	DOCUSIGN, INC. DOCU · Entity 2242	GrantPerformance Stock Units · Derivative	44,600	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000010 · wk-form4_1783716270.xml · derivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 44,600 Underlying: Common Stock · 44,600 shares Expires not disclosed F4 · derivative.exercise_price: Each performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock. F5 · derivative.exercise_date: The PSUs will vest depending on the Issuer's achievement of subscription revenue goals over a three-year performance period (the "FY29 Financial Performance Period"), with the goals established at the beginning of the first, second and third 12-month periods during the FY29 Financial 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. 100% of any achieved subscription revenue-based PSUs will vest on June 10, 2029, subject to the Reporting Person's continued service with certain limited exceptions. F6 · derivative.expiration_date: PSUs do not expire; they either vest or are canceled prior to the vest date. Read SEC document
July 09, 2026 Filed Jul 10, 2026 20:44 UTC	DOCUSIGN, INC. DOCU · Entity 2242	GrantRestricted Stock Units · Derivative	89,200	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000010 · wk-form4_1783716270.xml · derivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 89,200 Underlying: Common Stock · 89,200 shares Expires not disclosed F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. F2 · derivative.exercise_date: The RSUs will vest in equal quarterly installments over three years, with a vesting commencement date of May 10, 2026, in each case subject to the Reporting Person being a service provider through such date. F3 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
July 01, 2026 Filed Jul 2, 2026 00:19 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	600	$45.99	$27,594.00	Disclosure SEC source: 0001796825-26-000008 · wk-form4_1782951577.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 141,429 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F3 · price: The shares were sold at prices ranging from $45.95 to $46.04. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
July 01, 2026 Filed Jul 2, 2026 00:19 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	14,400	$45.53	$655,632.00	Disclosure SEC source: 0001796825-26-000008 · wk-form4_1782951577.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 142,029 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F2 · price: The shares were sold at prices ranging from $44.95 to $45.90. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	2,347	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · derivative · entry 8 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 1,710 Underlying: Common Stock · 2,347 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F9 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F11 · derivative.exercise_date: 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. F11 · derivative.expiration_date: 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. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	1,659	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · derivative · entry 7 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 7,208 Underlying: Common Stock · 1,659 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F9 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F10 · derivative.exercise_date: 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. F10 · derivative.expiration_date: 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. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,186	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · derivative · entry 6 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 31,113 Underlying: Common Stock · 5,186 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F4 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F8 · derivative.exercise_date: 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. F6 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,119	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · derivative · entry 5 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 40,954 Underlying: Common Stock · 5,119 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F4 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F7 · derivative.exercise_date: 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. F6 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	23,141	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · derivative · entry 4 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 92,565 Underlying: Common Stock · 23,141 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F4 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F5 · derivative.exercise_date: The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs 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 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Tax withholdingCommon Stock	15,251	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · nonDerivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 156,429 F2 · shares: 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") and performance-vested restricted stock unit ("PSUs"). F3 · balance_after: Includes 177 shares acquired by the Reporting Person on October 3, 2025, pursuant to the Docusign, Inc. ESPP. Read SEC document
June 15, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionCommon Stock	37,452	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 171,503 Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. Read SEC document
April 03, 2026 Filed Jun 18, 2026 00:45 UTC	DOCUSIGN, INC. DOCU · Entity 2242	GrantCommon Stock	255	$41.11	$10,483.05	Disclosure SEC source: 0001796825-26-000006 · wk-form4_1781743533.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 134,051 F1 · shares: Shares acquired pursuant to the Docusign, Inc. 2018 Employee Stock Purchase Plan ("ESPP"), for the ESPP purchase period of October 6, 2025, through April 3, 2026. In accordance with the ESPP, these shares were purchased at a price equal to 85% of the closing price of the issuer's common stock on April 3, 2026. Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	2,345	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · derivative · entry 7 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 4,057 Underlying: Common Stock · 2,345 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F7 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F9 · derivative.exercise_date: 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. F9 · derivative.expiration_date: 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. Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	1,658	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · derivative · entry 6 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 8,867 Underlying: Common Stock · 1,658 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F7 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F8 · derivative.exercise_date: 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. F8 · derivative.expiration_date: 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. Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,185	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · derivative · entry 5 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 36,299 Underlying: Common Stock · 5,185 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F6 · derivative.exercise_date: 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. F4 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,119	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · derivative · entry 4 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 46,073 Underlying: Common Stock · 5,119 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F5 · derivative.exercise_date: 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. F4 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	23,141	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · derivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 115,706 Underlying: Common Stock · 23,141 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F3 · derivative.exercise_date: The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs 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 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Tax withholdingCommon Stock	15,365	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 133,796 F1 · shares: 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") and performance-vested restricted stock unit ("PSUs"). Read SEC document
March 15, 2026 Filed Mar 17, 2026 22:32 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionCommon Stock	37,448	$0.00	$0.00	Disclosure SEC source: 0001796825-26-000004 · wk-form4_1773786737.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 149,161 Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. Read SEC document
January 09, 2026 Filed Jan 13, 2026 22:39 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	6,500	$70.00	$455,000.00	Disclosure SEC source: 0001796825-26-000002 · wk-form4_1768343940.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 111,713 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. Read SEC document
December 17, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	5,990	$68.61	$410,973.90	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · nonDerivative · entry 4 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 118,213 F2 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F4 · price: The shares were sold at prices ranging from $68.33 to $69.05. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
December 17, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	3,525	$67.86	$239,206.50	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · nonDerivative · entry 3 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 124,203 F2 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F3 · price: The shares were sold at prices ranging from $67.31 to $68.29. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	2,347	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · derivative · entry 9 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 6,402 Underlying: Common Stock · 2,347 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F10 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F12 · derivative.exercise_date: 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. F12 · derivative.expiration_date: 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. Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	1,659	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · derivative · entry 8 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 10,525 Underlying: Common Stock · 1,659 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F10 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F11 · derivative.exercise_date: 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. F11 · derivative.expiration_date: 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. Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,186	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · derivative · entry 7 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 41,484 Underlying: Common Stock · 5,186 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F5 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F9 · derivative.exercise_date: 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. F7 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	5,120	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · derivative · entry 6 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 51,192 Underlying: Common Stock · 5,120 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F5 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F8 · derivative.exercise_date: 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. F7 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionRestricted Stock Units · Derivative	23,141	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · derivative · entry 5 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 138,847 Underlying: Common Stock · 23,141 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F5 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of the Issuer's common stock. F6 · derivative.exercise_date: The RSUs will vest in sixteen equal quarterly installments over four years, with a vesting commencement date of June 10, 2023, in each case subject to the Reporting Person being a service provider through each such date. The RSUs 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 F7 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date. Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Tax withholdingCommon Stock	15,385	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 127,728 F1 · shares: 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") and performance-vested restricted stock unit ("PSUs"). Read SEC document
December 15, 2025 Filed Dec 17, 2025 23:57 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionCommon Stock	37,453	$0.00	$0.00	Disclosure SEC source: 0001796825-25-000006 · wk-form4_1766015820.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 143,113 Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. Read SEC document
October 01, 2025 Filed Oct 2, 2025 21:34 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	4,749	$71.38	$338,983.62	Disclosure SEC source: 0001796825-25-000004 · wk-form4_1759440855.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 105,660 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F3 · price: The shares were sold at prices ranging from $71.09 to $71.82. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
October 01, 2025 Filed Oct 2, 2025 21:34 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	1,751	$70.73	$123,848.23	Disclosure SEC source: 0001796825-25-000004 · wk-form4_1759440855.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 110,409 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F2 · price: The shares were sold at prices ranging from $70.09 to $70.97. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 17, 2025 Filed Sep 17, 2025 22:09 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	3,851	$83.33	$320,903.83	Disclosure SEC source: 0001261333-25-000140 · wk-form4_1758146983.xml · nonDerivative · entry 2 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 112,160 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F3 · price: The shares were sold at prices ranging from $83.20 to $83.65. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 17, 2025 Filed Sep 17, 2025 22:09 UTC	DOCUSIGN, INC. DOCU · Entity 2242	SaleCommon Stock	5,658	$82.95	$469,331.10	Disclosure SEC source: 0001261333-25-000140 · wk-form4_1758146983.xml · nonDerivative · entry 1 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: Plan reported Ownership: Direct Disclosed balance after: 116,011 F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person. F2 · price: The shares were sold at prices ranging from $82.22 to $83.18. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Read SEC document
September 15, 2025 Filed Sep 16, 2025 23:05 UTC	DOCUSIGN, INC. DOCU · Entity 2242	Exercise / conversionPerformance Stock Units · Derivative	2,345	$0.00	$0.00	Disclosure SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · derivative · entry 7 GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer 10b5-1 filing: No plan indicated Ownership: Direct Disclosed balance after: 8,749 Underlying: Common Stock · 2,345 shares Expires not disclosed Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event. F7 · derivative.exercise_price: Each PSU represents a contingent right to receive one share of the Issuer's common stock. F9 · derivative.exercise_date: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. F9 · derivative.expiration_date: 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 date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions. Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.