Flywire Corp (FLYW) - Insider Trading & Ownership

Real time insider trading transaction history:

  • Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
  • Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
Time period
Insider Trading Transactions for Flywire Corp
Goto 0, 1, 2, ...9, 10, Next
Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
2026-03-05
Sale
2026-03-09
4:10 pm
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
9,009$13.05$117,543532,962
(Direct)
View
2026-03-02
Sale
2026-03-04
4:16 pm
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
150,000$12.31$1,846,1403,301,689
(Indirect
Direct)
View
2026-02-13
Purchase
2026-02-18
6:42 pm
Flywire CorpFLYWVoss Capital LP
Voss Value Master Fund LP
Voss Value-Oriented Special Situations Fund LP
Voss Advisors GP LLC
Cocke Travis W.
10% Owner
25,000$10.99$274,7952,675,000
(Indirect)
View
2026-01-07
Sale
2026-01-09
4:15 pm
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
13,327$15.01$200,073374,933
(Direct)
View
2026-01-07
Sale
2026-01-09
4:14 pm
Flywire CorpFLYWRiese Phillip John
Director
16,612$15.08$250,559325,414
(Direct)
View
2025-12-30
Purchase
2026-01-07
5:59 pm
Flywire CorpFLYWVoss Capital LP
Voss Value Master Fund LP
Voss Value-Oriented Special Situations Fund LP
Voss Advisors GP LLC
Cocke Travis W.
10% Owner
226,112$14.17$3,203,27812,320,000
(Indirect)
View
2025-11-05
Sale
2025-12-30
4:28 pm
Flywire CorpFLYWRiese Phillip John
Director
467$15$7,007449,926
(Direct)
View
2025-12-09
Sale
2025-12-11
4:10 pm
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
8,120$13.69$111,159382,310
(Direct)
View
2025-11-05
Sale
2025-11-07
4:11 pm
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
1,000$15$15,000393,522
(Direct)
View
2025-09-08
Sale
2025-09-10
4:06 pm
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
9,563$13.14$125,706394,522
(Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
2026-03-31
Exercise
2026-04-02
4:18 pm
N/A
2031-01-20
Flywire CorpFLYWKing David R.
See Remarks
8,000$01,382,009
(Direct)
View
2026-03-31
Exercise
2026-04-02
4:18 pm
N/A
N/A
Flywire CorpFLYWKing David R.
See Remarks
8,000$3.951,382,009
(Direct)
View
2026-03-30
Exercise
2026-04-01
5:12 pm
N/A
2026-07-25
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
140,000$0672,962
(Direct)
View
2026-03-30
Exercise
2026-04-01
5:12 pm
N/A
N/A
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
140,000$0.59672,962
(Direct)
View
2026-03-25
Option Award
2026-03-27
4:35 pm
N/A
N/A
Flywire CorpFLYWKatziff Christine
Director
28,225$028,225
(Direct)
View
2026-03-16
Exercise
2026-03-18
4:21 pm
N/A
2031-01-20
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
14,087$03,860,102
(Direct)
View
2026-03-16
Exercise
2026-03-18
4:21 pm
N/A
N/A
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
14,087$3.953,860,102
(Direct)
View
2026-03-02
Tax Withholding
2026-03-06
6:27 pm
N/A
N/A
Flywire CorpFLYWKansal Mohit
Chief Payments Officer
20,181$0583,895
(Direct)
View

Ownership
2026-03-06
6:17 pm
N/A
N/A
Flywire CorpFLYWKansal Mohit
Chief Payments Officer
0$0616,065
(Direct)
View
2026-03-02
Tax Withholding
2026-03-04
4:16 pm
N/A
N/A
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
105,021$12.433,301,689
(Direct)
View
2026-03-02
Tax Withholding
2026-03-04
4:13 pm
N/A
N/A
Flywire CorpFLYWPitigoi Cosmin
Chief Financial Officer
39,722$12.43962,138
(Direct)
View
2026-03-02
Tax Withholding
2026-03-04
4:11 pm
N/A
N/A
Flywire CorpFLYWKing David R.
Chief Technology Officer
34,811$12.431,368,884
(Direct)
View
2026-03-02
Tax Withholding
2026-03-04
4:10 pm
N/A
N/A
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
14,121$12.43541,971
(Direct)
View
2026-03-02
Tax Withholding
2026-03-04
4:09 pm
N/A
N/A
Flywire CorpFLYWOrgel Rob
President and COO
64,512$12.431,138,041
(Direct)
View
2026-02-23
Option Award
2026-03-02
5:41 pm
N/A
N/A
Flywire CorpFLYWBlanc Patrick
Chief Technology Officer
234,234$0234,234
(Direct)
View
2026-02-24
Option Award
2026-02-26
7:10 pm
N/A
N/A
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
751,811$03,556,710
(Direct)
View
2025-12-24
Gift
2026-02-26
7:10 pm
N/A
N/A
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
465,043$03,556,710
(Indirect)
View
2026-02-24
Option Award
2026-02-26
7:08 pm
N/A
N/A
Flywire CorpFLYWOrgel Rob
President and COO
362,318$01,202,553
(Direct)
View
2026-02-24
Option Award
2026-02-26
7:04 pm
N/A
N/A
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
181,159$0556,092
(Direct)
View
2026-02-24
Option Award
2026-02-26
7:03 pm
N/A
N/A
Flywire CorpFLYWPitigoi Cosmin
Chief Financial Officer
362,318$01,001,860
(Direct)
View
2026-02-24
Option Award
2026-02-26
7:02 pm
N/A
N/A
Flywire CorpFLYWKing David R.
See Remarks
244,565$01,403,695
(Direct)
View
2026-01-07
Exercise
2026-01-09
4:14 pm
N/A
2026-12-14
Flywire CorpFLYWRiese Phillip John
Director
16,612$0325,414
(Direct)
View
2026-01-07
Exercise
2026-01-09
4:14 pm
N/A
N/A
Flywire CorpFLYWRiese Phillip John
Director
16,612$0.59325,414
(Direct)
View

Ownership
2026-01-07
5:56 pm
N/A
N/A
Flywire CorpFLYWVoss Capital LP
Voss Value Master Fund LP
Voss Value-Oriented Special Situations Fund LP
Voss Advisors GP LLC
Cocke Travis W.
10% Owner
0$012,093,888
(Indirect)
View
2025-12-30
Exercise
2026-01-02
4:57 pm
N/A
2026-07-25
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
5,950$0528,260
(Direct)
View
2025-12-30
Exercise
2026-01-02
4:57 pm
N/A
N/A
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
5,950$0.59528,260
(Direct)
View
2025-11-05
Exercise
2025-12-30
4:28 pm
N/A
2026-12-14
Flywire CorpFLYWRiese Phillip John
Director
467$0449,926
(Direct)
View
2025-11-05
Exercise
2025-12-30
4:28 pm
N/A
N/A
Flywire CorpFLYWRiese Phillip John
Director
467$0.59449,926
(Direct)
View
2025-12-01
Tax Withholding
2025-12-03
4:19 pm
N/A
N/A
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
4,524$13.78388,998
(Direct)
View
2025-12-01
Tax Withholding
2025-12-03
4:19 pm
N/A
N/A
Flywire CorpFLYWPitigoi Cosmin
Chief Financial Officer
13,340$13.78639,542
(Direct)
View
2025-12-01
Tax Withholding
2025-12-03
4:19 pm
N/A
N/A
Flywire CorpFLYWKing David R.
Chief Technology Officer
10,725$13.781,157,887
(Direct)
View
2025-12-01
Tax Withholding
2025-12-03
4:17 pm
N/A
N/A
Flywire CorpFLYWOrgel Rob
President and COO
14,332$13.78838,992
(Direct)
View
2025-12-01
Tax Withholding
2025-12-03
4:17 pm
N/A
N/A
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
26,514$13.782,803,656
(Direct)
View
2025-09-02
Tax Withholding
2025-09-04
4:27 pm
N/A
N/A
Flywire CorpFLYWOrgel Rob
President and COO
14,332$13.13853,324
(Direct)
View
2025-09-02
Tax Withholding
2025-09-04
4:22 pm
N/A
N/A
Flywire CorpFLYWButterfield Peter
General Counsel and CCO
3,081$13.13404,085
(Direct)
View
2025-09-02
Tax Withholding
2025-09-04
4:18 pm
N/A
N/A
Flywire CorpFLYWPitigoi Cosmin
Chief Financial Officer
13,340$13.13652,882
(Direct)
View
2025-09-02
Tax Withholding
2025-09-04
4:14 pm
N/A
N/A
Flywire CorpFLYWMassaro Michael
Chief Executive Officer
26,514$13.132,830,170
(Direct)
View
2025-09-02
Tax Withholding
2025-09-04
4:12 pm
N/A
N/A
Flywire CorpFLYWKing David R.
Chief Technology Officer
10,725$13.131,168,612
(Direct)
View
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