Michael Massaro - Dec 14, 2023 Form 4 Insider Report for Flywire Corp (FLYW)

Role: Chief Executive Officer, Director
Signature: /s/ Michael Massaro
Stock symbol: FLYW
Transactions as of: Dec 14, 2023
Transactions value $: -$8,462,174
Form type: 4
Date filed: 12/15/2023, 04:34 PM
Previous filing: Dec 7, 2023
Next filing: Mar 5, 2024

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	FLYW	Voting Common Stock	Options Exercise	$18.8K	+93.9K	+9.91%	$0.20^*	1.04M	Dec 14, 2023	Direct
transaction	FLYW	Voting Common Stock	Options Exercise	$24.1K	+40.8K	+3.92%	$0.59^*	1.08M	Dec 14, 2023	Direct
transaction	FLYW	Voting Common Stock	Tax liability	-$473K	-20.3K	-1.87%	$23.33	1.06M	Dec 14, 2023	Direct	F1
transaction	FLYW	Voting Common Stock	Options Exercise	$27.6K	+79K	+7.43%	$0.35^*	1.14M	Dec 14, 2023	Direct
transaction	FLYW	Voting Common Stock	Tax liability	-$903K	-38.8K	-3.4%	$23.28	1.1M	Dec 14, 2023	Direct	F1
transaction	FLYW	Voting Common Stock	Options Exercise	$2.43M	+740K	+67.1%	$3.28	1.84M	Dec 14, 2023	Direct
transaction	FLYW	Voting Common Stock	Tax liability	-$9.58M	-411K	-22.33%	$23.29	1.43M	Dec 14, 2023	Direct	F1
holding	FLYW	Voting Common Stock						337K	Dec 14, 2023	See footnote	F2

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	FLYW	Employee Stock Option (right to buy)	Options Exercise	$0	-93.9K	-100%	$0.00^*	0	Dec 14, 2023	Voting Common Stock	93.9K	$0.20	Direct	F3
transaction	FLYW	Employee Stock Option (right to buy)	Options Exercise	$0	-40.8K	-31.51%	$0.00	88.7K	Dec 14, 2023	Voting Common Stock	40.8K	$0.59	Direct	F4
transaction	FLYW	Employee Stock Option (right to buy)	Options Exercise	$0	-79K	-42.35%	$0.00	108K	Dec 14, 2023	Voting Common Stock	79K	$0.35	Direct	F5
transaction	FLYW	Employee Stock Option (right to buy)	Options Exercise	$0	-740K	-97.57%	$0.00	18.4K	Dec 14, 2023	Voting Common Stock	740K	$3.28	Direct	F6

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

Explanation of Responses:

Id	Content
F1	These shares were withheld by the Issuer for payment of the exercise price and applicable taxes, using the market price of the Issuer's voting common stock at the time of the option exercise on December 14, 2023.
F2	The shares are held by the Michael P. Massaro 2021 Irrevocable Trust, of which the Reporting Person's spouse is a trustee. The Reporting Person disclaims beneficial ownership of these shares and this report shall not be deemed an admission that the Reporting Person is the beneficial owner of such shares for purposes of Section 16 or for any other purpose, except to the extent of the Reporting Person's pecuniary interests therein, if any.
F3	The shares originally subject to this option vest in equal monthly installments over the next 48 months of continuous service to the Issuer after December 13, 2013.
F4	The shares originally subject to this option vest in equal monthly installments over the next 48 months of continuous service to the Issuer after February 1, 2016.
F5	The shares originally subject to this option vest in equal monthly installments over the next 48 months of continuous service to the Issuer after June 1, 2015.
F6	The shares originally subject to this option vest in equal monthly installments over the next 48 months of continuous service to the Issuer after February 29, 2019.