GRAYSON BLAKE JEFFREY 4
4 · DOCUSIGN, INC. · Filed Mar 17, 2026
Research Summary
AI-generated summary of this filing
DocuSign CFO Grayson Jeffrey Exercises RSUs; Shares Withheld
What Happened
- DocuSign CFO Grayson Blake Jeffrey exercised/converted 37,448 derivative awards (RSUs/PSUs) into common stock on March 15, 2026. The filings show a $0 per-share price, consistent with vesting/settlement of restricted stock units rather than a cash purchase. To satisfy tax withholding obligations, 15,365 shares were withheld by the issuer. The Form 4 lists multiple related conversion/disposition entries that reflect the mechanics of settlement.
Key Details
- Transaction date: March 15, 2026; Form filed March 17, 2026 (appears timely).
- Transaction codes: M = exercise/conversion of derivative; F = shares withheld to cover taxes.
- Shares acquired on conversion: 37,448 (reported at $0.00 per share).
- Shares withheld for taxes: 15,365 (per footnote F1).
- Other conversion/disposition line items in the filing total the converted 37,448 shares (these entries reflect settlement mechanics reported on the Form 4).
- Shares owned after the transaction: not disclosed in the provided excerpt.
- Relevant footnotes: the awards are RSUs/PSUs with varying vesting schedules and PSU payouts tied to FY25 subscription revenue and free cash flow (each capped at 200% of target).
Context
- This appears to be a routine vesting/settlement of equity awards with share withholding to cover taxes (common practice). The $0 price reflects award settlement rather than an open-market buy or sale. PSUs here are performance-based (subscription revenue and free cash flow for FY25), and RSUs vest over multi-year schedules per the footnotes. No 10b5-1 plan or late filing is indicated in the provided data.
Insider Transaction Report
Form 4
DOCUSIGN, INC.DOCU
GRAYSON BLAKE JEFFREY
Chief Financial Officer
Transactions
- Exercise/Conversion
Common Stock
2026-03-15+37,448→ 149,161 total - Tax Payment
Common Stock
[F1]2026-03-15−15,365→ 133,796 total - Exercise/Conversion
Restricted Stock Units
[F2][F3][F4]2026-03-15−23,141→ 115,706 total→ Common Stock (23,141 underlying) - Exercise/Conversion
Restricted Stock Units
[F2][F5][F4]2026-03-15−5,119→ 46,073 total→ Common Stock (5,119 underlying) - Exercise/Conversion
Restricted Stock Units
[F2][F6][F4]2026-03-15−5,185→ 36,299 total→ Common Stock (5,185 underlying) - Exercise/Conversion
Performance Stock Units
[F7][F8]2026-03-15−1,658→ 8,867 total→ Common Stock (1,658 underlying) - Exercise/Conversion
Performance Stock Units
[F7][F9]2026-03-15−2,345→ 4,057 total→ Common Stock (2,345 underlying)
Footnotes (9)
- [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 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]Each PSU represents a contingent right to receive one share of the Issuer's common stock.
- [F8]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.
- [F9]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.
Signature
/s/ Derrick Chapman, Attorney-in-fact|2026-03-17