Insider Transactions Reported by 25 Insiders of Flywire Corp

Symbol
FLYW on Nasdaq
Location
Boston, MA

Insiders trading volume in the past year

Flywire Corp executives and other stock owners filed with the SEC include:

Name Relationship Holdings Value Past Year Net Change Change % Report Date
Ossa Investments Pte. Ltd. 10%+ Owner $216,008,488 28 May 2021
Ajay Agarwal 10%+ Owner $178,634,330 11 May 2023
BAIN CAPITAL VENTURE INVESTORS, LLC 10%+ Owner $178,634,330 11 May 2023
Enrique T. Salem 10%+ Owner $178,634,330 11 May 2023
FMR LLC Other* $135,059,447 28 May 2021
Michael Massaro Chief Executive Officer, Director $34,981,830 -$1,846,140 -5% 02 Mar 2026
Voss Capital, LP 10%+ Owner $30,231,140 +$3,478,073 +13% 13 Feb 2026
David R. King Chief Technology Officer $15,399,945 02 Mar 2026
Rob Orgel President and COO $12,802,961 02 Mar 2026
Cosmin Pitigoi Chief Financial Officer $10,824,052 02 Mar 2026
GOLDMAN SACHS GROUP INC Director $8,147,925 12 Dec 2022
Jo Natauri Director $8,147,925 12 Dec 2022
Michael G. Ellis Chief Financial Officer $7,605,512 15 Feb 2024
Alex Finkelstein Director $6,984,385 03 Jun 2025
Peter Butterfield General Counsel and CCO $6,953,715 -$667,692 -8.8% 05 Mar 2026
Mohit Kansal Chief Payments Officer $6,568,818 02 Mar 2026
Phillip John Riese Director $3,536,857 -$257,565 -6.8% 07 Jan 2026
Patrick Blanc Chief Technology Officer $3,091,888 23 Feb 2026
Diane E. Offereins Director $1,036,481 03 Jun 2025
Gretchen Howard Director $900,997 03 Jun 2025
Carleigh Jaques Director $361,793 03 Jun 2025
Spark Management Partners II, LLC 10%+ Owner $357,781 12 May 2022
Yvonne Hao Director $332,333 31 May 2022
Matthew C. Harris Director $304,761 03 Jun 2025
Edwin J. Santos Director $178,395 -$107,379 -38% 05 Jun 2025

Recent Insider Transactions by Companies or Individuals for Flywire Corp

Showing up to 300 most recent insider transactions from the last 12 months.

Insider Symbol Class Transaction % Value $ * Price $ Shares Shares Owned Date Ownership
Peter Butterfield FLYW Voting Common Stock Sale -1.66% $117,543 $13.05 -9,009 532,962 05 Mar 2026 Direct
Mohit Kansal FLYW Voting Common Stock Tax liability -3.34% -20,181 583,895 02 Mar 2026 Direct
Michael Massaro FLYW Voting Common Stock Tax liability -3.61% -105,021 2,801,948 02 Mar 2026 Direct
Michael Massaro FLYW Voting Common Stock Sale -4.91% $1,846,140 $12.31 -150,000 2,906,969 02 Mar 2026 Direct
Cosmin Pitigoi FLYW Voting Common Stock Tax liability -3.96% -39,722 962,138 02 Mar 2026 Direct
David R. King FLYW Voting Common Stock Tax liability -3.09% -34,811 1,092,680 02 Mar 2026 Direct
Peter Butterfield FLYW Voting Common Stock Tax liability -2.54% -14,121 541,971 02 Mar 2026 Direct
Rob Orgel FLYW Voting Common Stock Tax liability -5.36% -64,512 1,138,041 02 Mar 2026 Direct
Michael Massaro FLYW Voting Common Stock Award 32.6% 751,811 3,056,969 24 Feb 2026 Direct
Rob Orgel FLYW Voting Common Stock Award 43.1% 362,318 1,202,553 24 Feb 2026 Direct
Peter Butterfield FLYW Voting Common Stock Award 48.3% 181,159 556,092 24 Feb 2026 Direct
Cosmin Pitigoi FLYW Voting Common Stock Award 56.6% 362,318 1,001,860 24 Feb 2026 Direct
David R. King FLYW Voting Common Stock Award 27.7% 244,565 1,127,491 24 Feb 2026 Direct
Patrick Blanc FLYW Voting Common Stock Award 234,234 234,234 23 Feb 2026 Direct
Voss Capital, LP FLYW Voting common stock, $0.0001 par value per share Purchase 1.1% $274,795 $10.99 25,000 2,300,000 13 Feb 2026 By: By: Voss Value Master Fund, L.P.
Peter Butterfield FLYW Voting Common Stock Sale -3.43% $200,073 $15.01 -13,327 374,933 07 Jan 2026 Direct
Phillip John Riese FLYW Voting Common Stock Sale -6.62% $250,559 $15.08 -16,612 234,493 07 Jan 2026 Direct
Phillip John Riese FLYW Voting Common Stock Options Exercise 7.08% 16,612 251,105 07 Jan 2026 Direct
Phillip John Riese FLYW Stock Option (right to buy) Options Exercise -15.4% -16,612 90,921 07 Jan 2026 Direct
Voss Capital, LP FLYW Voting common stock, $0.0001 par value per share Purchase 0.47% $640,415 $14.23 44,991 9,670,000 31 Dec 2025 By: Managed Accounts of Voss Capital, LP
Voss Capital, LP FLYW Voting common stock, $0.0001 par value per share Purchase 1.92% $2,562,862 $14.15 181,121 9,625,009 30 Dec 2025 By: Managed Accounts of Voss Capital, LP
Peter Butterfield FLYW Voting Common Stock Options Exercise 1.56% 5,950 388,260 30 Dec 2025 Direct
Peter Butterfield FLYW Stock Option (right to buy) Options Exercise -4.08% -5,950 140,000 30 Dec 2025 Direct
Michael Massaro FLYW Voting Common Stock Gift 25.3% 465,043 2,305,158 24 Dec 2025 Direct
Michael Massaro FLYW Voting Common Stock Gift -70.8% -465,043 192,193 24 Dec 2025 See footnote
Phillip John Riese FLYW Voting Common Stock Sale -0.16% $5,505 $15.00 -367 234,493 23 Dec 2025 Direct
Phillip John Riese FLYW Voting Common Stock Options Exercise 0.16% 367 234,860 23 Dec 2025 Direct
Phillip John Riese FLYW Stock Option (right to buy) Options Exercise -0.34% -367 107,533 23 Dec 2025 Direct
Peter Butterfield FLYW Voting Common Stock Sale -2.08% $111,159 $13.69 -8,120 382,310 09 Dec 2025 Direct
Peter Butterfield FLYW Voting Common Stock Tax liability -1.15% -4,524 388,998 01 Dec 2025 Direct
Cosmin Pitigoi FLYW Voting Common Stock Tax liability -2.04% -13,340 639,542 01 Dec 2025 Direct
David R. King FLYW Voting Common Stock Tax liability -1.2% -10,725 881,683 01 Dec 2025 Direct
Rob Orgel FLYW Voting Common Stock Tax liability -1.68% -14,332 838,992 01 Dec 2025 Direct
Michael Massaro FLYW Voting Common Stock Tax liability -1.42% -26,514 1,838,872 01 Dec 2025 Direct
Phillip John Riese FLYW Voting Common Stock Sale -0.04% $1,502 $15.02 -100 234,493 05 Nov 2025 Direct
Phillip John Riese FLYW Voting Common Stock Options Exercise 0.04% 100 234,593 05 Nov 2025 Direct
Phillip John Riese FLYW Stock Option (right to buy) Options Exercise -0.09% -100 107,900 05 Nov 2025 Direct
Peter Butterfield FLYW Voting Common Stock Sale -0.25% $15,000 $15.00 -1,000 393,522 05 Nov 2025 Direct
Peter Butterfield FLYW Voting Common Stock Sale -2.37% $125,706 $13.14 -9,563 394,522 08 Sep 2025 Direct
Rob Orgel FLYW Voting Common Stock Tax liability -1.65% -14,332 853,324 02 Sep 2025 Direct
Peter Butterfield FLYW Voting Common Stock Tax liability -0.76% -3,081 404,085 02 Sep 2025 Direct
Cosmin Pitigoi FLYW Voting Common Stock Tax liability -2% -13,340 652,882 02 Sep 2025 Direct
Michael Massaro FLYW Voting Common Stock Tax liability -1.4% -26,514 1,865,386 02 Sep 2025 Direct
David R. King FLYW Voting Common Stock Tax liability -1.19% -10,725 892,408 02 Sep 2025 Direct
Peter Butterfield FLYW Voting Common Stock Sale -2.29% $98,212 $10.27 -9,563 407,166 09 Jun 2025 Direct
Edwin J. Santos FLYW Voting Common Stock Sale -22.7% $52,500 $10.50 -5,000 16,990 06 Jun 2025 Direct
Edwin J. Santos FLYW Voting Common Stock Sale -19.9% $54,879 $10.04 -5,466 21,990 05 Jun 2025 Direct
Carleigh Jaques FLYW Voting Common Stock Award 108.9% 16,990 32,594 03 Jun 2025 Direct
Phillip John Riese FLYW Voting Common Stock Award 7.81% 16,990 234,493 03 Jun 2025 Direct
Alex Finkelstein FLYW Voting Common Stock Award 7.01% 16,990 259,273 03 Jun 2025 Direct
* An asterisk sign (*) next to the price indicates that the price is likely invalid.