Quick Takeaways
- FLYW - Flywire Corp has 26 insiders with reported activity on this page.
- Net insider value flow over the last year: +$599,296.
- Recent transaction rows are available for direct filing-level review.
- Info
- Insider Trading
- Financials
- Holders
Insider Transactions Reported by 26 Insiders of Flywire Corp
- Symbol
- FLYW on Nasdaq
- Location
- Boston, MA
What Changed
- Buy value: $3,478,073; sell value: $2,878,776.
- Net share flow: +22,985.
Why This Matters
- This page gives a plain-language issuer insider context before you inspect transaction-level evidence.
- Use the filing links below to verify timestamps, codes, and ownership impacts directly from SEC forms.
Official SEC Source
Insider trading overview
Last 12 monthsNet insider flow leans to buying over the last 12 months. Net value: +$599,296.
Buys
$3,478,073
Shares: 251,112
Insiders: 1
Sells
$2,878,776
Shares: 228,127
Insiders: 4
Net
+$599,296
Shares: +22,985
Insiders: -3
| Window (months) | Buy shares | Sell shares | Buy $ | Sell $ | Net $ |
|---|---|---|---|---|---|
| 0-3 | 25,000 | 159,009 | $274,795 | $1,963,683 | -$1,688,888 |
| 3-6 | 226,112 | 39,526 | $3,203,278 | $583,797 | +$2,619,481 |
| 6-9 | 0 | 9,563 | $0 | $125,706 | -$125,706 |
| 9-12 | 0 | 20,029 | $0 | $205,591 | -$205,591 |
Flywire Corp executives and other stock owners filed with the SEC include:
| Name | Relationship | Holdings Value | Past Year Net Change | Change % | Valuation | Report Date |
|---|---|---|---|---|---|---|
| Ossa Investments Pte. Ltd. | 10%+ Owner | $216,008,488 | Mixed | 28 May 2021 | ||
| Ajay Agarwal | 10%+ Owner | $178,634,330 | Mixed | 11 May 2023 | ||
| BAIN CAPITAL VENTURE INVESTORS, LLC | 10%+ Owner | $178,634,330 | Mixed | 11 May 2023 | ||
| Enrique T. Salem | 10%+ Owner | $178,634,330 | Mixed | 11 May 2023 | ||
| FMR LLC | Other* | $135,059,447 | Mixed | 28 May 2021 | ||
| Michael Massaro | Chief Executive Officer, Director | $40,169,277 | -$1,846,140 | -4.4% | Mixed | 16 Mar 2026 |
| Voss Capital, LP | 10%+ Owner | $30,231,140 | +$3,478,073 | +13% | Mixed | 13 Feb 2026 |
| David R. King | Chief Product Officer & Co-President of Global Education | $19,496,676 | Mixed | 31 Mar 2026 | ||
| Rob Orgel | President and COO | $12,802,961 | Mixed | 02 Mar 2026 | ||
| Cosmin Pitigoi | Chief Financial Officer | $10,824,052 | Mixed | 02 Mar 2026 | ||
| Peter Butterfield | General Counsel and CCO | $9,529,141 | -$667,692 | -6.5% | Mixed | 30 Mar 2026 |
| GOLDMAN SACHS GROUP INC | Director | $8,147,925 | Mixed | 12 Dec 2022 | ||
| Jo Natauri | Director | $8,147,925 | Mixed | 12 Dec 2022 | ||
| Michael G. Ellis | Chief Financial Officer | $7,605,512 | Mixed | 15 Feb 2024 | ||
| Alex Finkelstein | Director | $6,984,385 | Mixed | 03 Jun 2025 | ||
| Mohit Kansal | Chief Payments Officer | $6,568,818 | Mixed | 02 Mar 2026 | ||
| Phillip John Riese | Director | $3,536,857 | -$257,565 | -6.8% | Filing P/S | 07 Jan 2026 |
| Patrick Blanc | Chief Technology Officer | $3,091,888 | Mixed | 23 Feb 2026 | ||
| Diane E. Offereins | Director | $1,036,481 | Mixed | 03 Jun 2025 | ||
| Gretchen Howard | Director | $900,997 | Mixed | 03 Jun 2025 | ||
| Christine Katziff | Director | $399,666 | Mixed | 25 Mar 2026 | ||
| Carleigh Jaques | Director | $361,793 | Mixed | 03 Jun 2025 | ||
| Spark Management Partners II, LLC | 10%+ Owner | $357,781 | Mixed | 12 May 2022 | ||
| Yvonne Hao | Director | $332,333 | Mixed | 31 May 2022 | ||
| Matthew C. Harris | Director | $304,761 | Mixed | 03 Jun 2025 | ||
| Edwin J. Santos | Director | $178,395 | -$107,379 | -38% | Filing P/S | 05 Jun 2025 |
Top shareholders of Flywire Corp (13F + 13D/G + 3/4/5)
Grouped by holder across the latest SEC ownership disclosures. Ownership % is shown only when it is directly reported or safely comparable across share classes.
Methodology: rows are grouped by holder and ranked by the holder's primary source value. — indicates unavailable or non-comparable values; "mixed-class rows" means the latest filing spans non-comparable classes.
| Holder | Source | Role / Reporting | Ownership % | Shares | Holdings Value | 12M Net Δ | As of | Details |
|---|---|---|---|---|---|---|---|---|
| Ossa Investments Pte. Ltd. |
3/4/5
|
10%+ Owner |
—
mixed-class rows
|
12,508,893
mixed-class rows
|
$216,008,488 | — | 28 May 2021 | |
| Ajay Agarwal |
3/4/5
|
10%+ Owner |
—
class O/S missing
|
8,795,388
|
$178,634,330 | — | 11 May 2023 | |
| BAIN CAPITAL VENTURE INVESTORS, LLC |
3/4/5
|
10%+ Owner |
—
class O/S missing
|
8,795,388
|
$178,634,330 | — | 11 May 2023 | |
| Enrique T. Salem |
3/4/5
|
10%+ Owner |
—
class O/S missing
|
8,795,388
|
$178,634,330 | — | 11 May 2023 | |
| Voss Capital, LP |
13D/G
3/4/5
13F
|
10%+ Owner · Company |
10%
|
12,320,000
|
$174,475,840 | +$30,451,161 | 30 Dec 2025 | |
| VANGUARD GROUP INC |
13F
|
Company |
9%
|
10,863,380
|
$153,825,460 | — | 31 Dec 2025 | |
| FMR LLC |
3/4/5
13D/G
13F
|
Other* · Company |
1.6%
from 13D/G
|
7,268,490
|
$135,059,447 | — | 28 May 2021 | |
| BlackRock, Inc. |
13F
|
Company |
7.2%
|
8,641,511
|
$122,363,795 | — | 31 Dec 2025 | |
| CADIAN CAPITAL MANAGEMENT, LP |
13D/G
13F
|
Company |
6.6%
|
7,927,159
|
$112,248,571 | -$47,909,369 | 31 Dec 2025 | |
| Temasek Holdings (Private) Ltd |
13F
13D/G
|
Company · Temasek Holdings (Private) Limited |
5.1%
from 13D/G
|
6,390,857
|
$90,494,535 | — | 31 Dec 2025 | |
| Divisadero Street Capital Management, LP |
13F
|
Company |
4.8%
|
5,786,462
|
$81,936,302 | — | 31 Dec 2025 | |
| WELLINGTON MANAGEMENT GROUP LLP |
13F
|
Company |
4%
|
4,828,197
|
$68,367,270 | — | 31 Dec 2025 | |
| JENNISON ASSOCIATES LLC |
13F
|
Company |
3.7%
|
4,420,633
|
$62,596,164 | — | 31 Dec 2025 | |
| CITADEL ADVISORS LLC |
13F
|
Company |
3.4%
|
4,129,309
|
$58,471,016 | — | 31 Dec 2025 | |
| MANGROVE PARTNERS IM, LLC |
13F
|
Company |
2.5%
|
2,984,076
|
$42,254,516 | — | 31 Dec 2025 | |
| GEODE CAPITAL MANAGEMENT, LLC |
13F
|
Company |
2.5%
|
2,977,494
|
$42,168,112 | — | 31 Dec 2025 | |
| STATE STREET CORP |
13F
|
Company |
2.4%
|
2,864,660
|
$40,563,586 | — | 31 Dec 2025 | |
| Michael Massaro |
3/4/5
|
Chief Executive Officer, Director |
—
mixed-class rows
|
3,667,909
mixed-class rows
|
$40,169,277 | -$1,846,140 | 16 Mar 2026 | |
| MORGAN STANLEY |
13F
|
Company |
1.6%
|
1,878,954
|
$26,606,012 | — | 31 Dec 2025 | |
| DIMENSIONAL FUND ADVISORS LP |
13F
|
Company |
1.3%
|
1,590,905
|
$22,527,159 | — | 31 Dec 2025 | |
| PRIMECAP MANAGEMENT CO/CA/ |
13F
|
Company |
1.3%
|
1,572,500
|
$22,266,600 | — | 31 Dec 2025 | |
| David R. King |
3/4/5
|
Chief Product Officer & Co-President of Global Education |
—
mixed-class rows
|
1,382,009
mixed-class rows
|
$19,496,676 | — | 31 Mar 2026 | |
| AMERIPRISE FINANCIAL INC |
13F
|
Company |
1.1%
|
1,297,000
|
$18,365,520 | — | 31 Dec 2025 | |
| UBS Group AG |
13F
|
Company |
1.1%
|
1,290,213
|
$18,269,416 | — | 31 Dec 2025 | |
| FRANKLIN RESOURCES INC |
13F
|
Company |
1%
|
1,250,725
|
$17,710,267 | — | 31 Dec 2025 | |
| COOPER CREEK PARTNERS MANAGEMENT LLC |
13F
|
Company |
0.95%
|
1,139,818
|
$16,140,000 | — | 31 Dec 2025 | |
| FRONTIER CAPITAL MANAGEMENT CO LLC |
13F
|
Company |
0.91%
|
1,098,194
|
$15,550,427 | — | 31 Dec 2025 | |
| BANK OF AMERICA CORP /DE/ |
13F
|
Company |
0.87%
|
1,041,311
|
$14,744,964 | — | 31 Dec 2025 | |
| BNP PARIBAS FINANCIAL MARKETS |
13F
|
Company |
0.85%
|
1,023,958
|
$14,499,245 | — | 31 Dec 2025 | |
| NORTHERN TRUST CORP |
13F
|
Company |
0.84%
|
1,011,378
|
$14,321,113 | — | 31 Dec 2025 | |
| Nuveen, LLC |
13F
|
Company |
0.83%
|
996,682
|
$14,113,018 | — | 31 Dec 2025 | |
| MARSHALL WACE, LLP |
13F
|
Company |
0.78%
|
940,467
|
$13,317,013 | — | 31 Dec 2025 | |
| WILLIAM BLAIR INVESTMENT MANAGEMENT, LLC |
13D/G
|
— |
1.2%
|
1,497,586
|
$13,208,709 | $0 | 31 Mar 2025 | |
| Rob Orgel |
3/4/5
|
President and COO |
0.95%
|
1,138,041
|
$12,802,961 | — | 02 Mar 2026 | |
| Point72 Asset Management, L.P. |
13F
|
Company |
0.75%
|
897,713
|
$12,711,616 | — | 31 Dec 2025 | |
| Ararat Capital Management LP |
13F
|
Company |
0.74%
|
892,850
|
$12,642,756 | — | 31 Dec 2025 | |
| CHARLES SCHWAB INVESTMENT MANAGEMENT INC |
13F
|
Company |
0.73%
|
875,874
|
$12,402,376 | — | 31 Dec 2025 | |
| GDS Wealth Management |
13F
|
Company |
0.69%
|
827,116
|
$11,711,963 | — | 31 Dec 2025 | |
| VOLORIDGE INVESTMENT MANAGEMENT, LLC |
13F
|
Company |
0.68%
|
815,036
|
$11,540,910 | — | 31 Dec 2025 | |
| Cosmin Pitigoi |
3/4/5
|
Chief Financial Officer |
0.8%
|
962,138
|
$10,824,052 | — | 02 Mar 2026 | |
| D. E. Shaw & Co., Inc. |
13F
|
Company |
0.63%
|
755,321
|
$10,695,345 | — | 31 Dec 2025 | |
| PALISADE CAPITAL MANAGEMENT, LP |
13F
|
Company |
0.63%
|
750,924
|
$10,633,084 | — | 31 Dec 2025 | |
| Karl Kapital LLC |
13F
|
Company |
0.61%
|
731,091
|
$10,352,249 | — | 31 Dec 2025 | |
| Peter Butterfield |
3/4/5
|
General Counsel and CCO |
0.56%
|
672,962
|
$9,529,141 | -$667,692 | 30 Mar 2026 | |
| Interval Partners, LP |
13F
|
Company |
0.56%
|
667,942
|
$9,458,059 | — | 31 Dec 2025 | |
| JACOBS LEVY EQUITY MANAGEMENT, INC |
13F
|
Company |
0.5%
|
604,545
|
$8,560,357 | — | 31 Dec 2025 | |
| North Reef Capital Management LP |
13F
|
Company |
0.5%
|
600,001
|
$8,496,014 | — | 31 Dec 2025 | |
| BARCLAYS PLC |
13F
|
Company |
0.5%
|
597,295
|
$8,457,698 | — | 31 Dec 2025 | |
| Norwood Investment Partners, LP |
13F
|
Company |
0.49%
|
588,083
|
$8,327,255 | — | 31 Dec 2025 | |
| GOLDMAN SACHS GROUP INC |
3/4/5
13F
|
Director · Company |
0.44%
from 13F
|
401,178
|
$8,147,925 | — | 12 Dec 2022 |
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 |
|---|---|---|---|---|---|---|---|---|---|---|
| David R. King | FLYW | Voting Common Stock | Options Exercise | 0.73% | 8,000 | 1,100,680 | 31 Mar 2026 | Direct | ||
| David R. King | FLYW | Employee Stock Option (right to buy) | Options Exercise | -61% | -8,000 | 5,125 | 31 Mar 2026 | Direct | ||
| Peter Butterfield | FLYW | Voting Common Stock | Options Exercise | 26.3% | 140,000 | 672,962 | 30 Mar 2026 | Direct | ||
| Peter Butterfield | FLYW | Stock Option (right to buy) | Options Exercise | -100% | -140,000 | 0 | 30 Mar 2026 | Direct | ||
| Christine Katziff | FLYW | Voting Common Stock | Award | 28,225 | 28,225 | 25 Mar 2026 | Direct | |||
| Michael Massaro | FLYW | Voting Common Stock | Options Exercise | 0.5% | 14,087 | 2,816,035 | 16 Mar 2026 | Direct | ||
| Michael Massaro | FLYW | Employee Stock Option (right to buy) | Options Exercise | -2.52% | -14,087 | 544,326 | 16 Mar 2026 | Direct | ||
| 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 |
* An asterisk sign (*) next to the price indicates that the price is likely invalid.