Flywire FLYW Insider Ownership

NASDAQ FLYW

$18.17 -0.30 (-1.62%)

At close: Oct 19, 2026 · 4:00 PM EDT

Insider Holdings by Owner

47.84Mn Shares

Insider Ownership Statistics

as of 30 Sep, 2026

Insider Ownership

17.88%

▲+0.839% pp QoQ

Shares Held by Insiders

21.89Mn

filed for Sep 2026

▲+4.93% QoQ

Shares Outstanding

122.40Mn

122,404,404 shares

Direct Holdings

7.37Mn

Indirect: 14.52Mn

Net Shares Traded (QoQ)

+1.03Mn

net buying in Sep 2026

Insiders Holding Shares

with Form 4 holdings on file

Shares Owned by Insiders

Shares held % of outstanding

Latest —

Average ownership —

Peak ownership —

Shares Purchased/Sold by Insiders

Bought Sold

Latest quarter —

Net over range —

Buying quarters —

Insider Ownership Summary

Updated Oct 5, 2026

Over the past year, FLYW insiders bought $3.48 million of stock (251.11K shares) and sold $27.57 million (1.6Mn shares) on the open market.

Counted by insider, open-market buying of FLYW stock in the past 12 months came from one insider and selling from 9 insiders.
Among Flywire's insiders, the largest open-market purchases in the past 12 months were by Voss Capital, LP (10% owner), totaling $3.48 million (251.11K shares), most recently on February 13, 2026.
On the sell side, Voss Capital, LP (10% owner) led open-market sales of Flywire stock over the past 12 months with $10.34 million (543.56K shares), most recently on August 28, 2026.
The latest open-market trade on record is a sale of 36.9K shares for $659,728 by David R. King (Officer) on September 11, 2026.
Away from the open market, FLYW insiders received 1.83Mn shares in stock awards, acquired 376.04K shares through option exercises and conversions, gave up 579.1K shares to cover taxes or exercise prices and gave away 465.04K shares as gifts over the last 12 months.
Per Business Quant data, Flywire insiders hold 21.89Mn shares in total based on their latest Form 4 filings, or 17.88% of the 122.4Mn shares outstanding; that total is up 4.93% from 20.86Mn shares at the end of Q2 2026.
Of the 21.89Mn shares held by Flywire insiders, 7.37Mn shares (33.65%) are held directly and 14.52Mn shares (66.35%) indirectly, through trusts, partnerships, family members and other entities.
Business Quant counts 17 insiders with holdings in Flywire stock, among the officers, directors and 10% owners who have filed a Form 4 in the past two years.
Flywire's three biggest insider holders are Voss Capital, LP (10% owner, 13.79Mn shares), Michael Massaro (Chief Executive Officer, 2.9Mn shares) and David R. King (Officer, 1.31Mn shares), based on their latest Form 4 filings.
The largest insider, Voss Capital, LP, holds 62.98% of FLYW's insider total.
Over the trailing 12 months, 16 insiders reported transactions in FLYW stock across 73 Form 4 filings.
These insider figures for Flywire are based on Form 4 filings through September 24, 2026.

Form 4 Holdings

Insiders Holding FLYW

Insiders 25

Shares held 47.84Mn

Of outstanding 39.08%

#	Insider	Position	Direct	Indirect	Total	Share of Insiders	Last Filed
1	Capital, Lp Voss	TenPercentOwner	0	13,785,938	13,785,938	28.8%	22 Sep, 2026
2	Enrique T Salem	TenPercentOwner	0	8,795,388	8,795,388	18.4%	15 May, 2023
3	Capital Venture Investors, Llc Bain	TenPercentOwner	0	8,795,388	8,795,388	18.4%	15 May, 2023
4	Ajay Agarwal	TenPercentOwner	0	8,795,388	8,795,388	18.4%	15 May, 2023
5	Michael Massaro	Chief Executive Officer	2,400,558	0	2,400,558	5.0%	03 Sep, 2026
6	Rob Orgel	President And Coo	916,918	0	916,918	1.9%	03 Sep, 2026
7	Cosmin Pitigoi	Chief Financial Officer	856,575	0	856,575	1.8%	03 Sep, 2026
8	Peter Butterfield	General Counsel And Cco	601,022	0	601,022	1.3%	10 Sep, 2026
9	Mohit Kansal	Chief Payments Officer	478,324	0	478,324	1.0%	03 Sep, 2026
10	Sachs Group Inc Goldman	Director	0	401,178	401,178	0.8%	14 Dec, 2022
11	Jo Natauri	Director	0	401,178	401,178	0.8%	14 Dec, 2022
12	Michael G Ellis	Chief Financial Officer	337,318	0	337,318	0.7%	16 Feb, 2024
13	Alex Finkelstein	Director	270,831	0	270,831	0.6%	04 Jun, 2025
14	Phillip John Riese	Director	258,051	0	258,051	0.5%	11 Aug, 2026
15	Patrick Blanc	Chief Technology Officer	234,234	0	234,234	0.5%	02 Mar, 2026
16	David R. King	Chief Technology Officer	0	202,404	202,404	0.4%	15 Oct, 2026
17	Gretchen Howard	Director	59,318	0	59,318	0.1%	04 Jun, 2026
18	Diane E Offereins	Director	58,777	0	58,777	0.1%	04 Jun, 2026
19	Carleigh Jaques	Director	44,152	0	44,152	0.1%	04 Jun, 2026
20	Christine Katziff	Director	39,783	0	39,783	0.1%	04 Jun, 2026
21	Matthew C Harris	Director	39,014	0	39,014	0.1%	04 Jun, 2026
22	Sabrina Farmer	Director	20,301	0	20,301	0.0%	24 Sep, 2026
23	Management Partners Ii, Llc Spark	TenPercentOwner	0	17,616	17,616	0.0%	16 May, 2022
24	Yvonne Hao	Director	16,363	0	16,363	0.0%	02 Jun, 2022
25	Edwin J Santos	Director	11,558	0	11,558	0.0%	10 Jun, 2026

Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.

Form 4 Filings

1,279 Insider Transactions

Source SEC Form 4

Latest quarter Sep 2026

Date	Insider	Position	Transaction	Shares	Price	Value	Shares Held After	Ownership
13 Oct, 2026	David R. King	Officer	Disposed S	36,900	$18.32	$675.84K	202,404	Indirect
22 Sep, 2026	Sabrina Farmer	Director	Acquired A	20,301	$0.00	$0	20,301	Direct
18 Sep, 2026	Capital, Lp Voss	TenPercentOwner	Acquired X	100,000	$10.00	$1.00Mn	11,169,321	Indirect
18 Sep, 2026	Capital, Lp Voss	TenPercentOwner	Disposed X	1,000	$0.00	$0	0	Indirect
11 Sep, 2026	David R. King	Officer	Disposed S	36,900	$17.88	$659.73K	239,304	Indirect
08 Sep, 2026	Peter Butterfield	General Counsel And Cco	Disposed S	12,156	$17.99	$218.63K	601,022	Direct
01 Sep, 2026	Cosmin Pitigoi	Chief Financial Officer	Disposed F	21,673	$18.19	$394.12K	856,575	Direct
01 Sep, 2026	David R. King	Officer	Disposed F	15,971	$18.19	$290.43K	1,075,679	Direct
01 Sep, 2026	Peter Butterfield	General Counsel And Cco	Disposed F	7,878	$18.19	$143.26K	613,178	Direct
01 Sep, 2026	Rob Orgel	President And Coo	Disposed F	21,979	$18.19	$399.69K	916,918	Direct
01 Sep, 2026	Michael Massaro	Chief Executive Officer	Disposed F	39,993	$18.19	$727.27K	2,513,058	Direct
01 Sep, 2026	Mohit Kansal	Chief Payments Officer	Disposed F	9,923	$18.19	$180.45K	490,747	Direct
02 Sep, 2026	Mohit Kansal	Chief Payments Officer	Disposed S	12,423	$18.69	$232.24K	478,324	Direct
01 Sep, 2026	Michael Massaro	Chief Executive Officer	Disposed S	112,500	$18.39	$2.07Mn	2,400,558	Direct
28 Aug, 2026	Capital, Lp Voss	TenPercentOwner	Disposed S	37,005	$18.78	$695.04K	11,077,084	Indirect
28 Aug, 2026	Capital, Lp Voss	TenPercentOwner	Disposed S	7,763	$18.78	$145.81K	11,069,321	Indirect
26 Aug, 2026	Capital, Lp Voss	TenPercentOwner	Disposed S	555	$18.99	$10.54K	368,613	Indirect
27 Aug, 2026	Capital, Lp Voss	TenPercentOwner	Disposed S	1,996	$18.91	$37.75K	366,617	Indirect
26 Aug, 2026	Capital, Lp Voss	TenPercentOwner	Disposed S	25,539	$18.99	$485.11K	11,206,020	Indirect
27 Aug, 2026	Capital, Lp Voss	TenPercentOwner	Disposed S	91,931	$18.92	$1.74Mn	11,114,089	Indirect

Showing 1 to 20 of 1,279 transactions