Shaughnessy James P 4
4 · DOCUSIGN, INC. · Filed Mar 17, 2026
Research Summary
AI-generated summary of this filing
DocuSign (DOCU) CLO Shaughnessy Receives 20,966 Shares on Vesting
What Happened
James P. Shaughnessy, Chief Legal Officer of DocuSign (DOCU), had equity awards vest/convert on March 15, 2026 resulting in the acquisition of 20,966 shares (reported with transaction code M, “exercise/conversion of derivative”). The issuer withheld 9,885 shares to cover tax obligations (transaction code F). The reported per-share price shown is $0.00 (typical for vesting/settlement line items on Form 4); no cash purchase or open-market sale is reported. Net shares delivered to the insider (gross 20,966 minus 9,885 withheld) = 11,081 shares.
Key Details
- Transaction date: 2026-03-15; Form 4 filed: 2026-03-17 (timely filing).
- Primary entries: 20,966 shares acquired by conversion/exercise (M); 9,885 shares withheld for taxes (F). Reported $/share = $0.00 on the filing.
- Net shares received (as reported here): 11,081 shares (20,966 acquired less 9,885 withheld).
- Notable footnotes: F1 = shares withheld to satisfy tax obligations on RSU/PSU vesting; F2/F9 = RSUs/PSUs each convert to one share; F3–F8 and F10–F13 describe vesting schedules and performance conditions (including FY24/FY25 subscription revenue and free cash flow PSUs, capped at 200% of target).
- Filing status: Appears timely (no late-file indicator shown).
Context
- These entries reflect award vesting/settlement (RSUs/PSUs and/or conversion of derivatives), not an open-market buy or sale. The withholding of shares for taxes is a common net-settlement action and does not by itself indicate bullish or bearish intent.
- For PSUs noted in the footnotes, vesting depends on performance metrics (subscription revenue and free cash flow) and may vest over time based on achievement and service conditions; some awards include multi-year quarterly vesting schedules.
- Transaction codes: M = exercise/conversion of derivative; F = payment of exercise price or tax liability (withholding).
Insider Transaction Report
Form 4
DOCUSIGN, INC.DOCU
Shaughnessy James P
Chief Legal Officer
Transactions
- Exercise/Conversion
Common Stock
2026-03-15+20,966→ 75,516 total - Tax Payment
Common Stock
[F1]2026-03-15−9,885→ 65,631 total - Exercise/Conversion
Restricted Stock Units
[F2][F3][F4]2026-03-15−4,391→ 4,392 total→ Common Stock (4,391 underlying) - Exercise/Conversion
Restricted Stock Units
[F2][F5][F4]2026-03-15−2,931→ 5,864 total→ Common Stock (2,931 underlying) - Exercise/Conversion
Restricted Stock Units
[F2][F6][F4]2026-03-15−2,188→ 10,936 total→ Common Stock (2,188 underlying) - Exercise/Conversion
Restricted Stock Units
[F2][F7][F4]2026-03-15−3,370→ 30,332 total→ Common Stock (3,370 underlying) - Exercise/Conversion
Restricted Stock Units
[F2][F8][F4]2026-03-15−3,457→ 24,199 total→ Common Stock (3,457 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F10]2026-03-15−535→ 536 total→ Common Stock (535 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F11]2026-03-15−1,458→ 1,460 total→ Common Stock (1,458 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F12]2026-03-15−1,092→ 5,836 total→ Common Stock (1,092 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F13]2026-03-15−1,544→ 2,671 total→ Common Stock (1,544 underlying)
Footnotes (13)
- [F1]Represents shares withheld by the Issuer to satisfy a tax obligation realized by the Reporting Person upon the vesting and settlement of restricted stock units ("RSUs") or performance-vested restricted stock units ("PSUs").
- [F10]The PSUs will vest depending on the Company's subscription revenue for the twelve-month period ended January 31, 2024 (the "FY24 Performance Period"). The maximum number of the subscription revenue-based PSUs that may vest is capped at 200% of the target number of subscription revenue-based PSUs. To the extent achieved, 1/3 of any achieved subscription revenue-based PSUs will vest following the one-year anniversary of the date of grant and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
- [F11]The PSUs will vest depending on the Company's free cash flow for the FY24 Performance Period. The maximum number of free cash flow-based PSUs that may vest is capped at 200% of the target number of free cash flow-based PSUs. To the extent achieved, 1/3 of any achieved free cash flow-based PSUs will vest following the one-year anniversary of the date of grant and the balance will vest in eight equal quarterly installments thereafter subject to continued service with certain limited exceptions.
- [F12]The PSUs will vest depending on the Company's subscription revenue for the twelve-month period ended January 31, 2025 (the "FY25 Performance Period"). The maximum number of subscription revenue-based PSUs that may vest is capped at 200% of the target number of subscription revenue-based PSUs. To the extent achieved, 1/3 of any achieved subscription revenue-based PSUs will vest following the one-year anniversary of the vesting commencement date and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
- [F13]The PSUs will vest depending on the Company's free cash flow for the FY25 Performance Period. The maximum number of free cash flow-based PSUs that may vest is capped at 200% of the target number of free cash flow-based PSUs. To the extent achieved, 1/3 of any achieved free cash flow-based PSUs will vest following the one-year anniversary of the vesting commencement date and the balance will vest in eight equal quarterly installments thereafter, subject to continued service with certain limited exceptions.
- [F2]Each RSU represents a contingent right to receive one share of the Issuer's common stock.
- [F3]The RSUs will vest 35% on the one year anniversary of the grant date, 35% in equal quarterly installments after year one, 15% in equal quarterly installments after year two, and 15% in equal quarterly installments after year 3, with a vesting commencement date of June 10, 2022, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer.
- [F4]The RSUs do not expire; they either vest or are canceled prior to vesting date.
- [F5]The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of July 10, 2022, in each case subject to the Reporting Person being a service provider through each such date. The restricted stock units are subject to accelerated vesting in the event of a termination of employment of the Reporting Person including under certain circumstances following a change in control of the Issuer.
- [F6]The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2023, in each case subject to the reporting person being a service provider through such date.
- [F7]The RSUs will vest in equal quarterly installments over four years, with a vesting commencement date of May 10, 2024, in each case subject to the reporting person being a service provider through such date.
- [F8]The RSUs will vest quarterly over a four year period commencing May 10, 2025, with 40% vesting during year 1, 35% vesting during year 2, 15% vesting during year 3, and 10% vesting during year 4, in each case subject to the Reporting Person being a service provider through each such date.
- [F9]Each PSU represents a contingent right to receive one share of the Issuer's common stock.
Signature
/s/ Derrick Chapman, Attorney-in-fact|2026-03-17