David Michael Barrett - 15 Dec 2025 Form 4 Insider Report for Expensify, Inc. (EXFY)

Role
Chief Executive Officer, Director
Signature
/s/ Ryan Schaffer, as attorney-in-fact
Issuer symbol
EXFY
Transactions as of
15 Dec 2025
Net transactions value
-$66,984
Form type
4
Filing time
05 Jan 2026, 18:40:38 UTC
Previous filing
05 Dec 2025
Next filing
04 Feb 2026
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Barrett David Michael Chief Executive Officer, Director C/O EXPENSIFY, INC., 88 KEARNY ST, STE 1600, SAN FRANCISCO /s/ Ryan Schaffer, as attorney-in-fact 05 Jan 2026 0001892682

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction EXFY Class A Common Stock Options Exercise +14,463 +6.8% 227,030 15 Dec 2025 Direct F1
transaction EXFY Class A Common Stock Sale $21,984 -14,463 -6.4% $1.52 212,567 30 Dec 2025 Direct F2, F3
transaction EXFY Class A Common Stock Sale $45,000 -30,000 -2.2% $1.50 1,348,480 02 Jan 2026 See note F4, F5

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction EXFY Restricted Stock Units Options Exercise $0 -14,463 -6.2% $0.000000 216,947 15 Dec 2025 Class A Common Stock 14,463 Direct F1, F6
transaction EXFY Restricted Stock Units Options Exercise $0 -14,463 -6.2% $0.000000 216,947 15 Dec 2025 LT50 Common Stock 14,463 Direct F6, F7
transaction EXFY LT50 Common Stock Options Exercise $0 +14,463 +6.2% $0.000000 245,873 15 Dec 2025 Class A Common Stock 14,463 See note F7, F8, F9
holding EXFY LT50 Common Stock 3,583,249 15 Dec 2025 Class A Common Stock 3,583,249 See note F5, F8, F9
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

Transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

Explanation of Responses:

Id Content
F1 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.
F2 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.
F3 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 $1.50 to $1.53, 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.
F4 This transaction reported on this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 31, 2025.
F5 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.
F6 The RSUs vest 12.5% on September 15, 2022 and 1/32nd each quarter thereafter, on December 15th, March 15th, June 15th and September 15th.
F7 Each RSU 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.
F8 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.
F9 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.