Flywire (NASDAQ: FLYW) CEO exercises options for 14,087 shares

Rhea-AI Filing Summary

Flywire Corp Chief Executive Officer Michael Massaro exercised employee stock options to acquire 14,087 shares of Voting Common Stock at an exercise price of $3.95 per share. These options were fully vested, and the transaction reflects a derivative exercise rather than an open-market purchase.

Following the exercise, Massaro directly holds 2,816,035 shares of Flywire common stock. Additional holdings of 192,193 shares and 307,548 shares are held through family trusts where his spouse is trustee; he disclaims beneficial ownership of those shares except for any pecuniary interest. No open-market sales or tax-withholding dispositions were reported in this filing.

Insider Trade Summary

14,087 shares exercised/converted

Mixed 4 txns

Insider Massaro Michael

Role Chief Executive Officer

Type	Security	Shares	Price	Value
Exercise	Employee Stock Option (right to buy)	14,087	$0.00	--
Exercise	Voting Common Stock	14,087	$3.95	$56K
holding	Voting Common Stock	--	--	--
holding	Voting Common Stock	--	--	--

Holdings After Transaction: Employee Stock Option (right to buy) — 544,326 shares (Direct); Voting Common Stock — 2,816,035 shares (Direct); Voting Common Stock — 192,193 shares (Indirect, See footnote)

Footnotes (1)

1. The shares are held by the M Massaro 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. 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. The shares originally subject to this option are fully vested as of the date hereof.

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Form 4 Insider Transactions: What Each Field Means →

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^*

Massaro Michael

(Last) (First) (Middle)

C/O FLYWIRE CORPORATION

141 TREMONT STREET, SUITE 10

(Street)

BOSTON MASSACHUSETTS 02111

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Flywire Corp [ FLYW ]

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
03/16/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

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
Voting Common Stock	03/16/2026		M		14,087	A	$3.95	2,816,035	D
Voting Common Stock								192,193	I	See footnote(1)
Voting Common Stock								307,548	I	See footnote(2)

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
Employee Stock Option (right to buy)	$3.95	03/16/2026		M			14,087	(3)	01/20/2031	Voting Common Stock	14,087	$0	544,326	D

Explanation of Responses:

1. The shares are held by the M Massaro 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.

2. 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.

3. The shares originally subject to this option are fully vested as of the date hereof.

	/s/ Michael Massaro	03/18/2026
	** 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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Flywire (FLYW) CEO Michael Massaro report?

Flywire CEO Michael Massaro reported exercising employee stock options to acquire 14,087 shares of Voting Common Stock at $3.95 per share. This was a derivative option exercise, not an open-market trade, and reflects routine equity compensation activity.

How many Flywire (FLYW) shares does Michael Massaro hold after this Form 4?

After the reported transactions, Michael Massaro directly holds 2,816,035 shares of Flywire Voting Common Stock. The filing also lists 192,193 shares and 307,548 shares held in separate family trusts, where he disclaims beneficial ownership except for any pecuniary interests.

Did the Flywire (FLYW) Form 4 show any share sales by Michael Massaro?

The Form 4 does not show any open-market sales by Michael Massaro. It reports an option exercise to acquire 14,087 shares and resulting holdings, with no sale-code transactions or tax-withholding dispositions indicated in the transaction summary.

What type of security did Michael Massaro exercise in the Flywire (FLYW) filing?

Michael Massaro exercised an Employee Stock Option, described as a right to buy Flywire Voting Common Stock. The option covered 14,087 underlying shares at an exercise price of $3.95 and was fully vested as of the transaction date, according to the footnotes.

How are the trust-held Flywire (FLYW) shares related to Michael Massaro described?

The filing states certain Flywire shares are held by the M Massaro Trust and the Michael P. Massaro 2021 Irrevocable Trust, with his spouse as trustee. Massaro disclaims beneficial ownership of these shares, except to the extent of any pecuniary interests he may have.

Were any derivative positions left after the Flywire (FLYW) option exercise?

The derivative summary in the filing is empty after this transaction, indicating no remaining derivative positions are reported there. The exercised option for 14,087 shares was fully vested, and the filing focuses on the resulting common stock holdings.