Barrett David Michael 4
4 · Expensify, Inc. · Filed Jun 11, 2026
Research Summary
AI-generated summary of this filing
Expensify CEO David Barrett Receives Award, Exercises & Sells Shares
What Happened
- David Barrett, CEO of Expensify, received 6,920 matched shares on March 13, 2026 (granted under the company’s 2021 Stock Purchase and Matching Plan) and on March 15, 2026 exercised/converted 14,463 derivative/RSU-equivalent shares (reported as an "M" exercise/conversion). Following the conversions, portions of the shares were sold: 2,692 shares on March 17 at a weighted average of $0.76 (≈ $2,046) and 10,114 shares on March 24 at a weighted average of $0.84 (≈ $8,496). Total shares sold = 12,806 for about $10,542.
- The acquisitions were reported at $0 cost (common for matched shares or the settlement of vested RSUs/derivative conversions); the sales appear to have been executed by the issuer’s broker to cover tax withholding obligations rather than voluntary open-market selling by the insider.
Key Details
- Transaction dates and prices:
- 2026-03-13: Award/grant — 6,920 shares @ $0.00 (matched shares, SPMP)
- 2026-03-15: Exercise/conversion — 14,463 derivative shares (reported as M; $0.00)
- 2026-03-17: Sale — 2,692 shares @ $0.76 (≈ $2,046)
- 2026-03-24: Sale — 10,114 shares @ $0.84 (≈ $8,496)
- Total sold: 12,806 shares for approximately $10,542.
- Shares owned after the transactions: Not specified in the provided excerpt of the filing.
- Notable footnotes:
- F1: 6,920 shares were matched shares under the 2021 Stock Purchase and Matching Plan.
- F2/F9: Some transactions reflect settlement of vested RSUs (either into Class A common stock or LT50 common stock).
- F3–F6: The sales were pro rata portions of broker sales to cover taxes on matched shares/RSU vesting; reported prices are weighted averages across multiple trades.
- F10: LT50 common stock has transfer/conversion restrictions (50‑month notice/period) and converts to Class A under certain conditions.
- F11: Some shares were deposited into the Expensify Voting Trust while the reporting person retains investment/dispositive control.
- Filing timeliness: The Form 4 covers transactions in March 2026 but was filed on June 11, 2026 — the filing was late relative to the typical Form 4 reporting window.
Context
- The exercise/conversion (M code) here appears to be a routine settlement/conversion of derivative/RSU-like awards rather than a cash purchase; acquisition reported at $0 is typical for vested RSU settlements or matched-share grants.
- The subsequent sales look like broker sales to cover tax withholding on the grants/vests (common practice) rather than discretionary selling for investment reasons.
- Note: Late filing reduces the timeliness of disclosure for investors; the filing itself does not change the economic nature of the transactions described.
Insider Transaction Report
Form 4
Expensify, Inc.EXFY
Barrett David Michael
DirectorChief Executive Officer
Transactions
- Award
Class A Common Stock
[F1]2026-03-13+6,920→ 219,487 total - Exercise/Conversion
Class A Common Stock
[F2]2026-03-15+14,463→ 233,950 total - Sale
Class A Common Stock
[F3][F4]2026-03-17$0.76/sh−2,692$2,046→ 231,258 total - Sale
Class A Common Stock
[F5][F6]2026-03-24$0.84/sh−10,114$8,496→ 221,144 total - Exercise/Conversion
Restricted Stock Units
[F2][F8]2026-03-15−14,463→ 202,484 totalExp: 2029-12-15→ Class A Common Stock (14,463 underlying) - Exercise/Conversion
Restricted Stock Units
[F9][F8]2026-03-15−14,463→ 202,484 totalExp: 2029-12-15→ LT50 Common Stock (14,463 underlying) - Exercise/Conversion
LT50 Common Stock
[F9][F10][F11]2026-03-15+14,463→ 260,336 total(indirect: See note)→ Class A Common Stock (14,463 underlying)
Holdings
- 1,228,480(indirect: See note)
Class A Common Stock
[F7] - 3,583,249(indirect: See note)
LT50 Common Stock
[F10][F7][F11]→ Class A Common Stock (3,583,249 underlying)
Footnotes (11)
- [F1]Shares granted as matched shares pursuant to the Expensify, Inc. 2021 Stock Purchase and Matching Plan ("SPMP").
- [F10]The LT50 Common Stock is convertible into the Issuer's Class A Common Stock on a one-to-one basis only upon, and generally cannot be transferred without, satisfaction of certain notice and other requirements, including a notice period of 50 months. The LT50 Common Stock will automatically convert into shares of the Issuer's Class A Common Stock on a one-to-one basis at such time as all of the then-outstanding shares of LT10 and LT50 Common Stock represent, in the aggregate, less than 2% of all then-outstanding shares of common stock.
- [F11]Deposited into the Expensify Voting Trust (the "Voting Trust"). The Reporting Person retains investment control and dispositive power over the shares deposited into the Voting Trust.
- [F2]Each restricted stock unit ("RSU") represents the contingent right to receive one share of Class A common stock. This transaction represents the settlement of vested RSUs in shares of Class A Common Stock.
- [F3]Represents the Reporting Person's pro rata portion of the total shares sold on the transaction date to cover taxes for shares granted as matched shares under the SPMP for certain employees of the Issuer.
- [F4]The price reported in Column 4 is a weighted average price of all shares sold on the transaction date by the Issuer's broker to cover taxes for shares granted as matched shares under the SPMP for certain employees of the Issuer. These shares were sold in multiple transactions at prices ranging from $0.74 to $0.78, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.
- [F5]Represents the Reporting Person's pro rata portion of the total shares sold on the transaction date to cover taxes upon the vesting of RSUs for certain employees of the Issuer.
- [F6]The price reported in Column 4 is a weighted average price of all shares sold on the transaction date by the Issuer's broker to cover taxes upon the vesting of RSUs for certain employees of the Issuer. These shares were sold in multiple transactions at prices ranging from $0.82 to $0.86, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.
- [F7]By Barrett Trust LLC, a manager-managed limited liability company. The investment and voting decisions of Barrett Trust LLC are made by its manager, the Reporting Person, and its controlling member is the Barrett Family Trust, for which the Reporting Person serves as trustee.
- [F8]The restricted stock units vest 12.5% on September 15, 2022 and 1/32nd each quarter thereafter, on December 15th, March 15th, June 15th and September 15th.
- [F9]Each restricted stock unit represents the contingent right to receive one share of LT50 common stock. This transaction represents the settlement of vested RSUs in shares of LT50 Common Stock.
Signature
/s/ Ryan Schaffer, as attorney-in-fact|2026-06-11