Chatwani Robert 4
4 · DOCUSIGN, INC. · Filed Jun 17, 2026
Research Summary
AI-generated summary of this filing
DocuSign (DOCU) President Robert Chatwani Exercises/Settles 31,543 Shares
What Happened
- Robert Chatwani, President & General Manager, Growth at DocuSign, converted/exercised derivative awards on June 15, 2026, resulting in 31,543 shares credited. The issuer withheld 15,641 shares to satisfy tax obligations. The filing lists additional dispositions tied to the conversion that in total account for the 31,543 shares.
- Separately, on April 3, 2026, Chatwani purchased 346 shares under DocuSign’s ESPP at $41.11 per share (85% of the April 3 closing price), costing $14,224. The ESPP purchase is a straightforward employee buy (generally seen as a modest bullish signal); the conversion/withholding activity is a routine settlement of equity compensation.
Key Details
- Main dates: ESPP purchase 2026-04-03 (346 shares @ $41.11 = $14,224); derivative conversion/exercise 2026-06-15 (31,543 shares).
- Tax withholding: 15,641 shares were withheld by the issuer to satisfy tax obligations upon vesting/settlement (footnote F2).
- Other dispositions: The filing shows multiple disposition entries tied to the June 15 conversion that together account for the 31,543 shares (reported with $0 cash amounts).
- Footnotes of note: F1 = ESPP purchased at 85% of market; F2 = shares withheld for taxes; F4/F9 = RSUs/PSUs represent contingent rights to one share; F10–F13 describe performance-based PSU vesting conditions.
- Shares owned after transaction: not stated in the provided summary of the filing.
- Timeliness: Report filed 2026-06-17 covering transactions on 2026-06-15 (no late filing indicated).
Context and plain-English notes
- “M” transactions = exercise or conversion of derivatives (RSUs/PSUs); “F” = shares withheld to cover tax withholding; “A” = award/acquisition (ESPP purchase).
- The zero-dollar amounts for the derivative entries typically reflect share settlement/withholding rather than a cash purchase. This filing documents compensation settlement and an ESPP buy — routine insider activity rather than an explicit open-market buy or planned sell signal.
Insider Transaction Report
Form 4
DOCUSIGN, INC.DOCU
Chatwani Robert
President General Mgr, Growth
Transactions
- Award
Common Stock
[F1]2026-04-03$41.11/sh+346$14,224→ 72,804 total - Exercise/Conversion
Common Stock
2026-06-15+31,543→ 104,347 total - Tax Payment
Common Stock
[F2][F3]2026-06-15−15,641→ 88,707 total - Exercise/Conversion
Restricted Stock Units
[F4][F5][F6]2026-06-15−20,006→ 60,020 total→ Common Stock (20,006 underlying) - Exercise/Conversion
Restricted Stock Units
[F4][F7][F6]2026-06-15−3,413→ 27,303 total→ Common Stock (3,413 underlying) - Exercise/Conversion
Restricted Stock Units
[F4][F8][F6]2026-06-15−3,457→ 20,742 total→ Common Stock (3,457 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F10]2026-06-15−536→ 0 total→ Common Stock (536 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F11]2026-06-15−1,460→ 0 total→ Common Stock (1,460 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F12]2026-06-15−1,106→ 4,806 total→ Common Stock (1,106 underlying) - Exercise/Conversion
Performance Stock Units
[F9][F13]2026-06-15−1,565→ 1,140 total→ Common Stock (1,565 underlying)
Footnotes (13)
- [F1]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.
- [F10]The PSUs will vest depending on the Company subscription revenue for the twelve-month period ended January 31, 2024 (the "FY24 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.
- [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]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]Includes 1 share acquired by the Reporting Person on October 4, 2024, pursuant to the Docusign, Inc. ESPP.
- [F4]Each RSU represents a contingent right to receive one share of the Issuer's common stock.
- [F5]The RSUs will vest 25% over the first year, while the remaining will vest in twelve (12) equal quarterly installments over three years, with a vesting commencement date of March 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]The RSUs do not expire; they either vest or are canceled prior to vesting 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|2026-06-17