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Expensify (EXFY) CEO discloses matched-share grant and tax sale in Form 4

Filing Impact
(Low)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Expensify, Inc.'s Chief Executive Officer and director reported recent transactions in Class A common stock. On 12/15/2025, the reporting person acquired 6,712 shares at $0 as matched shares under Expensify's 2021 Stock Purchase and Matching Plan, increasing their direct holdings. On 12/17/2025, they disposed of 2,544 shares in a sale reported with a weighted average price of $1.55 per share to cover taxes for matched share grants to certain employees, with actual sale prices ranging from $1.43 to $1.58.

Following these transactions, the reporting person directly beneficially owned 212,567 Class A shares and indirectly beneficially owned 1,378,480 Class A shares through Barrett Trust LLC, whose investment and voting decisions are controlled by the reporting person via a family trust.

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SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a 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). See Instruction 10.
1. Name and Address of Reporting Person*
Barrett David Michael

(Last) (First) (Middle)
C/O EXPENSIFY, INC.
401 SW 5TH AVE

(Street)
PORTLAND OR 97204

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Expensify, Inc. [ EXFY ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Executive Officer
3. Date of Earliest Transaction (Month/Day/Year)
12/15/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Class A Common Stock 12/15/2025 A 6,712(1) A $0 215,111 D
Class A Common Stock 12/17/2025 S 2,544(2) D $1.55(3) 212,567 D
Class A Common Stock 1,378,480 I See note(4)
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. Shares granted as matched shares pursuant to the Expensify, Inc. 2021 Stock Purchase and Matching Plan ("SPMP").
2. 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.
3. 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 $1.43 to $1.58, 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.
4. 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.
Remarks:
/s/ Ryan Schaffer, as attorney-in-fact 12/18/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What insider transactions did Expensify (EXFY) disclose in this Form 4?

The filing shows Expensify's Chief Executive Officer and director acquired 6,712 Class A common shares on 12/15/2025 as matched shares under the 2021 Stock Purchase and Matching Plan, and sold 2,544 Class A shares on 12/17/2025 to cover taxes related to matched share grants for certain employees.

What prices were involved in the Expensify (EXFY) CEOs stock sale?

The sale on 12/17/2025 was reported at a weighted average price of $1.55 per share. The shares were sold in multiple transactions at prices ranging from $1.43 to $1.58, as executed by the issuer's broker.

How many Expensify (EXFY) shares does the reporting person own after these transactions?

After the reported transactions, the reporting person directly beneficially owned 212,567 shares of Expensify Class A common stock and indirectly beneficially owned 1,378,480 Class A shares through Barrett Trust LLC.

What is the source of the 6,712 Expensify (EXFY) shares granted to the CEO?

The 6,712 Class A common shares were granted as matched shares under Expensify, Inc.'s 2021 Stock Purchase and Matching Plan, which provides share matches on eligible employee purchases.

Why were some Expensify (EXFY) shares sold in this Form 4 filing?

The filing explains that the 2,544 shares reported as sold represent the reporting persons pro rata portion of total shares sold by the issuer's broker to cover tax obligations for matched share grants awarded to certain Expensify employees.

How is the reporting persons indirect ownership in Expensify (EXFY) structured?

The indirect ownership of 1,378,480 Class A shares is held through Barrett Trust LLC, a manager-managed limited liability company whose investment and voting decisions are made by the reporting person, with the controlling member being a family trust where the reporting person serves as trustee.

Expensify, Inc.

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142.35M
60.96M
24.51%
42.63%
3.03%
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