David Michael Barrett - 15 Sep 2023 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 Sep 2023
Net transactions value: -$37,023
Form type: 4
Filing time: 10 Oct 2023, 20:45:35 UTC
Previous filing: 15 Sep 2023
Next filing: 13 Oct 2023
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	EXFY	Class A Common Stock	Award	$7.68	+2	+0%	$3.84	84,661	15 Sep 2023	Direct	F1
transaction	EXFY	Class A Common Stock	Award	$0	+3,930	+4.6%	$0.000000	88,591	15 Sep 2023	Direct	F2
transaction	EXFY	Class A Common Stock	Tax liability	$545	-143	-0.16%	$3.81	88,448	15 Sep 2023	Direct
transaction	EXFY	Class A Common Stock	Options Exercise		+14,463	+16%		102,911	15 Sep 2023	Direct	F3
transaction	EXFY	Class A Common Stock	Tax liability	$36,486	-10,545	-10%	$3.46	92,366	15 Sep 2023	Direct
transaction	EXFY	Class A Common Stock	Conversion of derivative security		+673	+0.03%		2,684,021	05 Oct 2023	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	-4%	$0.000000	347,115	15 Sep 2023	Class A Common Stock	14,463		Direct	F3, F6
transaction	EXFY	Restricted Stock Units	Options Exercise	$0	-14,463	-4%	$0.000000	347,115	15 Sep 2023	LT50 Common Stock	14,463		Direct	F6, F7
transaction	EXFY	LT50 Common Stock	Options Exercise	$0	+14,463	+14%	$0.000000	115,705	15 Sep 2023	Class A Common Stock	14,463		See note	F7, F8, F9
transaction	EXFY	LT50 Common Stock	Conversion of derivative security	$0	-673	-0.02%	$0.000000	3,583,249	05 Oct 2023	Class A Common Stock	673		See note	F5, F8, F9

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Shares purchased pursuant to the Expensify, Inc. 2021 Stock Purchase and Matching Plan ("SPMP").
F2	Shares granted as matched shares pursuant to the SPMP.
F3	Each restricted stock unit 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.
F4	LT50 Common Stock converted into Class A Common Stock on a one-for-one basis.
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 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.
F7	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.
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.