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GRAYSON BLAKE JEFFREY

Disclosed activity across 2 companies

Tapewire entity
24552
SEC CIK
0001796825

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
DOCUSIGN, INC.DOCU · Entity 2242Chief Financial OfficerSeptember 15, 2026September 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 / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect107,933 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 securityDirect69,424 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 securityDirect35,835 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 securityDirect26,576 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 securityDirect81,767 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 securityDirect5,550 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 securityDirect0 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 / awardOwnership accountDisclosed shares / unitsDisclosure context
Class A Common StockSEC Table I · non-derivativeDirect52,996 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

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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 dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
September 15, 2025 Filed Sep 16, 2025 23:05 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionPerformance Stock Units · Derivative 1,659 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · derivative · entry 6

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,184

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.

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 date of grant 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 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, 2025 Filed Sep 16, 2025 23:05 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 5,185 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · derivative · entry 5

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 46,670

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
September 15, 2025 Filed Sep 16, 2025 23:05 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 5,119 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · derivative · entry 4

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 56,312

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
September 15, 2025 Filed Sep 16, 2025 23:05 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,141 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · derivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 161,988

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
September 15, 2025 Filed Sep 16, 2025 23:05 UTC DOCUSIGN, INC. DOCU · Entity 2242 Tax withholdingCommon Stock 15,289 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 121,669

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, 2025 Filed Sep 16, 2025 23:05 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionCommon Stock 37,449 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000136 · wk-form4_1758063931.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 136,958

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
July 14, 2025 Filed Jul 17, 2025 00:16 UTC DOCUSIGN, INC. DOCU · Entity 2242 GrantPerformance Stock Units · Derivative 12,963 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000105 · wk-form4_1752711383.xml · derivative · entry 4

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,963

Underlying: Common Stock · 12,963 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 upon vesting.

F8 · derivative.exercise_date: The PSUs will vest depending on the Issuer's achievement of free cash flow goals over the Financial Performance Period, with the goals established at the beginning of the first and second 12-month periods during the 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. To the extent achieved, 1/2 of any achieved free cash flow-based PSUs will vest on June 10, 2027 and the balance will vest in four equal quarterly installments thereafter, 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 14, 2025 Filed Jul 17, 2025 00:16 UTC DOCUSIGN, INC. DOCU · Entity 2242 GrantPerformance Stock Units · Derivative 12,963 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000105 · wk-form4_1752711383.xml · derivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,963

Underlying: Common Stock · 12,963 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 upon vesting.

F7 · derivative.exercise_date: The PSUs will vest depending on the Issuer's achievement of subscription revenue goals over a two-year performance period (the "Financial Performance Period"), with the goals established at the beginning of the first and second 12-month periods during the 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. To the extent achieved, 1/2 of any achieved subscription revenue-based PSUs will vest on June 10, 2027 and the balance will vest in four equal quarterly installments thereafter, 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 14, 2025 Filed Jul 17, 2025 00:16 UTC DOCUSIGN, INC. DOCU · Entity 2242 GrantPerformance Stock Units · Derivative 25,927 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000105 · wk-form4_1752711383.xml · derivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,927

Underlying: Common Stock · 25,927 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 upon vesting.

F5 · derivative.exercise_date: The PSUs will vest depending on the Issuer's total shareholder return ("TSR") over a three-year performance period (the "TSR Performance Period"), relative to companies in the S&P Software & Services Select Industry Index, subject to the Reporting Person's continued service with certain limited exceptions. The maximum number of TSR-based PSUs that may vest is capped at 200% of the target number of TSR-based PSUs.

F6 · derivative.expiration_date: PSUs do not expire; they either vest or are canceled prior to the vest date.

Read SEC document
July 14, 2025 Filed Jul 17, 2025 00:16 UTC DOCUSIGN, INC. DOCU · Entity 2242 GrantRestricted Stock Units · Derivative 51,855 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000105 · wk-form4_1752711383.xml · derivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 51,855

Underlying: Common Stock · 51,855 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 four years, with a vesting commencement date of May 10, 2025, 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 14, 2025 Filed Jul 17, 2025 20:54 UTC Amendment DOCUSIGN, INC. DOCU · Entity 2242 GrantPerformance Stock Units · Derivative 12,963 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000113 · wk-form4a_1752785681.xml · derivative · entry 4

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,963

Underlying: Common Stock · 12,963 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 upon vesting.

F8 · derivative.exercise_date: The PSUs will vest depending on the Issuer's achievement of free cash flow goals over the Financial Performance Period, with the goals established at the beginning of the first and second 12-month periods during the 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. To the extent achieved, 1/2 of any achieved free cash flow-based PSUs will vest on June 10, 2027 and the balance will vest in four equal quarterly installments thereafter, 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 14, 2025 Filed Jul 17, 2025 20:54 UTC Amendment DOCUSIGN, INC. DOCU · Entity 2242 GrantPerformance Stock Units · Derivative 12,963 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000113 · wk-form4a_1752785681.xml · derivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,963

Underlying: Common Stock · 12,963 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 upon vesting.

F7 · derivative.exercise_date: The PSUs will vest depending on the Issuer's achievement of subscription revenue goals over a two-year performance period (the "Financial Performance Period"), with the goals established at the beginning of the first and second 12-month periods during the 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. To the extent achieved, 1/2 of any achieved subscription revenue-based PSUs will vest on June 10, 2027 and the balance will vest in four equal quarterly installments thereafter, 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 14, 2025 Filed Jul 17, 2025 20:54 UTC Amendment DOCUSIGN, INC. DOCU · Entity 2242 GrantPerformance Stock Units · Derivative 25,927 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000113 · wk-form4a_1752785681.xml · derivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,927

Underlying: Common Stock · 25,927 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 upon vesting.

F5 · derivative.exercise_date: The PSUs will vest depending on the Issuer's total shareholder return ("TSR") over a three-year performance period (the "TSR Performance Period"), relative to companies in the S&P Software & Services Select Industry Index, subject to the Reporting Person's continued service with certain limited exceptions. The maximum number of TSR-based PSUs that may vest is capped at 200% of the target number of TSR-based PSUs.

F6 · derivative.expiration_date: PSUs do not expire; they either vest or are canceled prior to the vest date.

Read SEC document
July 14, 2025 Filed Jul 17, 2025 20:54 UTC Amendment DOCUSIGN, INC. DOCU · Entity 2242 GrantRestricted Stock Units · Derivative 51,855 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000113 · wk-form4a_1752785681.xml · derivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 51,855

Underlying: Common Stock · 51,855 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 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.

F3 · derivative.expiration_date: The RSUs do not expire; they either vest or are canceled prior to vesting date.

Read SEC document
July 01, 2025 Filed Jul 2, 2025 20:12 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 944 $77.70 $73,348.80
Disclosure

SEC source: 0001261333-25-000097 · wk-form4_1751487119.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 99,509

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 $77.67 to $77.81. 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, 2025 Filed Jul 2, 2025 20:12 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 10,270 $77.28 $793,665.60
Disclosure

SEC source: 0001261333-25-000097 · wk-form4_1751487119.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 100,453

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 $76.67 to $77.66. 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 18, 2025 Filed Jun 18, 2025 21:09 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 1,935 $75.45 $145,995.75
Disclosure

SEC source: 0001261333-25-000090 · wk-form4_1750280983.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 110,723

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 $75.33 to $75.63. 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 18, 2025 Filed Jun 18, 2025 21:09 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 13,208 $74.70 $986,637.60
Disclosure

SEC source: 0001261333-25-000090 · wk-form4_1750280983.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 112,658

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 $74.27 to $75.22. 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, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionPerformance Stock Units · Derivative 9,382 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · derivative · entry 7

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,094

Underlying: Common Stock · 9,382 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
June 15, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionPerformance Stock Units · Derivative 6,633 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · derivative · entry 6

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,843

Underlying: Common Stock · 6,633 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 date of grant 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 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
June 15, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 5,119 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · derivative · entry 5

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 61,431

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.

F6 · 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
June 15, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,142 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · derivative · entry 4

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 23,142 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: Twenty-five percent of the total RSUs granted shall vest on September 10, 2024, and then balance of the RSUs shall vest twenty-five percent in three successive equal quarterly installments until fully vested on June 10, 2025, 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
June 15, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,142 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · derivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 185,129

Underlying: Common Stock · 23,142 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
June 15, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Tax withholdingCommon Stock 27,708 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 125,866

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
June 15, 2025 Filed Jun 17, 2025 22:03 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionCommon Stock 67,418 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000084 · wk-form4_1750197797.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 153,574

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 15, 2025 Filed Apr 16, 2025 20:34 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 2,717 $76.34 $207,415.78
Disclosure

SEC source: 0001261333-25-000047 · wk-form4_1744835663.xml · nonDerivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 86,156

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 $76.31 to $76.50. 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
April 15, 2025 Filed Apr 16, 2025 20:34 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 5,283 $75.96 $401,296.68
Disclosure

SEC source: 0001261333-25-000047 · wk-form4_1744835663.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 88,873

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 $75.28 to $76.25. 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
April 04, 2025 Filed Apr 16, 2025 20:34 UTC DOCUSIGN, INC. DOCU · Entity 2242 GrantCommon Stock 196 $53.36 $10,458.56
Disclosure

SEC source: 0001261333-25-000047 · wk-form4_1744835663.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 94,156

F1 · shares: Shares acquired pursuant to the Docusign, Inc. 2018 Employee Stock Purchase Plan ("ESPP"), for the ESPP purchase period of October 7, 2024, through April 4, 2025. 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 October 7, 2024.

Read SEC document
March 19, 2025 Filed Mar 20, 2025 21:38 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 1,051 $84.66 $88,977.66
Disclosure

SEC source: 0001261333-25-000032 · wk-form4_1742506725.xml · nonDerivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 93,960

F1 · 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 $84.42 to $84.70. 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
March 19, 2025 Filed Mar 20, 2025 21:38 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 3,240 $83.76 $271,382.40
Disclosure

SEC source: 0001261333-25-000032 · wk-form4_1742506725.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 95,011

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 $83.41 to $84.37. 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
March 19, 2025 Filed Mar 20, 2025 21:38 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 11,820 $82.92 $980,114.40
Disclosure

SEC source: 0001261333-25-000032 · wk-form4_1742506725.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 98,251

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 $82.41 to $83.38. 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
March 15, 2025 Filed Mar 18, 2025 21:36 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 5,119 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000030 · wk-form4_1742333758.xml · derivative · entry 5

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 66,550

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.

F6 · 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, 2025 Filed Mar 18, 2025 21:36 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,141 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000030 · wk-form4_1742333758.xml · derivative · entry 4

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,142

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.

F5 · derivative.exercise_date: Twenty-five percent of the total RSUs granted shall vest on September 10, 2024, and then balance of the RSUs shall vest twenty-five percent in three successive equal quarterly installments until fully vested on June 10, 2025, 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, 2025 Filed Mar 18, 2025 21:36 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,141 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000030 · wk-form4_1742333758.xml · derivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 208,271

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, 2025 Filed Mar 18, 2025 21:36 UTC DOCUSIGN, INC. DOCU · Entity 2242 Tax withholdingCommon Stock 19,181 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000030 · wk-form4_1742333758.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 110,071

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").

Read SEC document
March 15, 2025 Filed Mar 18, 2025 21:36 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionCommon Stock 51,401 $0.00 $0.00
Disclosure

SEC source: 0001261333-25-000030 · wk-form4_1742333758.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 129,252

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
February 14, 2025 Filed Feb 18, 2025 21:24 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 927 $87.75 $81,344.25
Disclosure

SEC source: 0001261333-25-000005 · wk-form4_1739913882.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 77,851

F1 · shares: The transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person.

Read SEC document
February 14, 2025 Filed Feb 18, 2025 21:24 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 7,073 $86.79 $613,865.67
Disclosure

SEC source: 0001261333-25-000005 · wk-form4_1739913882.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 78,778

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 $86.41 to $87.30. 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 18, 2024 Filed Dec 18, 2024 22:47 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 15,588 $97.78 $1,524,194.64
Disclosure

SEC source: 0001261333-24-000160 · wk-form4_1734562050.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 85,851

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 $97.51 to $ 98.10. 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 16, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 2,865 $95.41 $273,349.65
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · nonDerivative · entry 4

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 101,439

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 $95.17 to $ 95.93. 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 16, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 5,135 $94.42 $484,846.70
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · nonDerivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 104,304

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 $94.12 to $ 94.95. 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, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 5,119 $0.00 $0.00
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · derivative · entry 7

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 71,669

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.

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 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 pursuant to their vesting schedule or are canceled prior to their final vesting date.

Read SEC document
December 15, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,141 $0.00 $0.00
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · derivative · entry 6

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 46,283

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.

F8 · derivative.exercise_date: Twenty-five percent of the total RSUs granted shall vest on September 10, 2024, and then balance of the RSUs shall vest twenty-five percent in three successive equal quarterly installments until fully vested on June 10, 2025, 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 pursuant to their vesting schedule or are canceled prior to their final vesting date.

Read SEC document
December 15, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionRestricted Stock Units · Derivative 23,141 $0.00 $0.00
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · derivative · entry 5

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 231,412

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 pursuant to their vesting schedule or are canceled prior to their final vesting date.

Read SEC document
December 15, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 Tax withholdingCommon Stock 20,227 $0.00 $0.00
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 109,439

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").

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December 15, 2024 Filed Dec 18, 2024 01:15 UTC DOCUSIGN, INC. DOCU · Entity 2242 Exercise / conversionCommon Stock 51,401 $0.00 $0.00
Disclosure

SEC source: 0001261333-24-000159 · wk-form4_1734484512.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 129,666

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.

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October 15, 2024 Filed Oct 17, 2024 01:54 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 1,552 $68.81 $106,793.12
Disclosure

SEC source: 0001261333-24-000134 · wk-form4_1729130078.xml · nonDerivative · entry 3

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 78,265

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 $68.62 to $68.99. 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.

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October 15, 2024 Filed Oct 17, 2024 01:54 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 8,000 $68.80 $550,400.00
Disclosure

SEC source: 0001261333-24-000134 · wk-form4_1729130078.xml · nonDerivative · entry 2

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 79,817

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 $68.58 to $68.99. 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.

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October 04, 2024 Filed Oct 17, 2024 01:54 UTC DOCUSIGN, INC. DOCU · Entity 2242 GrantCommon Stock 206 $50.71 $10,446.26
Disclosure

SEC source: 0001261333-24-000134 · wk-form4_1729130078.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 87,817

F1 · shares: The shares acquired pursuant to the Docusign, Inc. 2018 Employee Stock Purchase Plan ("ESPP"), for the ESPP purchase period of April 8, 2024, through October 4, 2024. This transaction is exempt from Rule 16b-3(c). 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 8, 2024.

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September 18, 2024 Filed Sep 18, 2024 22:55 UTC DOCUSIGN, INC. DOCU · Entity 2242 SaleCommon Stock 14,036 $55.47 $778,576.92
Disclosure

SEC source: 0001261333-24-000130 · wk-form4_1726700125.xml · nonDerivative · entry 1

GRAYSON BLAKE JEFFREY · CIK 0001796825 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 87,611

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 $55.20 to $55.66. 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.

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