FLYW insider transaction filings

Flywire Corp — 50 most recent Form 4 filings from SEC EDGAR, normalized by FilingPulse. Latest filing: 2026-09-15. Screen FLYW transaction legs live →

Insider transaction summary — last 90 days

2026-06-24 to 2026-09-22, from the filings listed below: 17 Form 4 filings. Counts and totals are arithmetic on values as filed — descriptive data, not a recommendation.

By insider — same window

Open-market purchase/sale legs on non-derivative securities, grouped by the filing's reporting owner(s); joint filings appear once. Dollar totals cover priced legs only (shares × price as filed). Ordered by priced transaction value, largest first.

InsiderFilingsPurchases (P)Sales (S)Other legs
Voss Capital, LP — 10% owner & Voss Value Master Fund, LP — 10% owner & Voss Value-Oriented Special Situations Fund, LP — 10% owner & Voss Advisors GP, LLC — 10% owner & Cocke Travis W. — 10% owner417 legs · 543,562 sh · $10,336,665
Massaro Michael — Chief Executive Officer, Director23 legs · 237,500 sh · $4,382,7081
Butterfield Peter — General Counsel and CCO32 legs · 43,252 sh · $780,0941
King David R. — See Remarks31 leg · 36,900 sh · $659,7283
Riese Phillip John — Director11 leg · 36,000 sh · $656,0322
Kansal Mohit — Chief Payments Officer22 legs · 16,073 sh · $294,1461
Orgel Rob — President and COO11
Pitigoi Cosmin — Chief Financial Officer11

Recent Form 4 filings — Flywire Corp

FiledFormInsiderReported transactionsSource
2026-09-154King David R. — See RemarksSale (S): 36,900 @ $17.88EDGAR
2026-09-104Butterfield Peter — General Counsel and CCOSale (S): 12,156 @ $17.99EDGAR
2026-09-034Kansal Mohit — Chief Payments OfficerTax withholding (F): 9,923 @ $18.18 · Sale (S): 12,423 @ $18.69EDGAR
2026-09-034Massaro Michael — Chief Executive Officer, DirectorTax withholding (F): 39,993 @ $18.18 · Sale (S): 112,500 @ $18.39EDGAR
2026-09-034Pitigoi Cosmin — Chief Financial OfficerTax withholding (F): 21,673 @ $18.18EDGAR
2026-09-034King David R. — See RemarksTax withholding (F): 15,971 @ $18.18EDGAR
2026-09-034Orgel Rob — President and COOTax withholding (F): 21,979 @ $18.18EDGAR
2026-09-034Butterfield Peter — General Counsel and CCOTax withholding (F): 7,878 @ $18.18EDGAR
2026-09-014Voss Capital, LP — 10% owner
Voss Value Master Fund, LP — 10% owner
Voss Value-Oriented Special Situations Fund, LP — 10% owner
Voss Advisors GP, LLC — 10% owner
Cocke Travis W. — 10% owner
Sale (S): 37,005 @ $18.78 · Sale (S): 7,763 @ $18.78EDGAR
2026-08-284Voss Capital, LP — 10% owner
Voss Value Master Fund, LP — 10% owner
Voss Value-Oriented Special Situations Fund, LP — 10% owner
Voss Advisors GP, LLC — 10% owner
Cocke Travis W. — 10% owner
Sale (S): 555 @ $18.99 · Sale (S): 1,996 @ $18.91 · Sale (S): 25,539 @ $18.99 · Sale (S): 91,931 @ $18.91EDGAR
2026-08-264Voss Capital, LP — 10% owner
Voss Value Master Fund, LP — 10% owner
Voss Value-Oriented Special Situations Fund, LP — 10% owner
Voss Advisors GP, LLC — 10% owner
Cocke Travis W. — 10% owner
Sale (S): 2,154 @ $19.49 · Sale (S): 3,678 @ $19.19 · Sale (S): 99,146 @ $19.49 · Sale (S): 169,295 @ $19.19EDGAR
2026-08-204Voss Capital, LP — 10% owner
Voss Value Master Fund, LP — 10% owner
Voss Value-Oriented Special Situations Fund, LP — 10% owner
Voss Advisors GP, LLC — 10% owner
Cocke Travis W. — 10% owner
Sale (S): 9,277 @ $18.24 · Sale (S): 9,276 @ $18.24 · Sale (S): 15,723 @ $18.40 · Sale (S): 15,724 @ $18.40 · Sale (S): 10,947 @ $18.24 · Sale (S): 18,553 @ $18.40 · +1 moreEDGAR
2026-08-114Riese Phillip John — DirectorOption exercise (M): 48,000 @ $0.59 · Sale (S): 36,000 @ $18.22 · Option exercise (M): 48,000 (derivative) @ $0EDGAR
2026-07-204Massaro Michael — Chief Executive Officer, DirectorSale (S): 92,672 @ $18.62 · Sale (S): 32,328 @ $18.20EDGAR
2026-07-064Butterfield Peter — General Counsel and CCOSale (S): 31,096 @ $18.06EDGAR
2026-07-024King David R. — See RemarksOption exercise (M): 5,125 @ $3.95 · Option exercise (M): 5,125 (derivative) @ $0EDGAR
2026-06-294Kansal Mohit — Chief Payments OfficerSale (S): 3,650 @ $16.96EDGAR
2026-06-174Kansal Mohit — Chief Payments OfficerSale (S): 54,543 @ $15.15EDGAR
2026-06-174Massaro Michael — Chief Executive Officer, DirectorSale (S): 50,000 @ $15.26EDGAR
2026-06-174Butterfield Peter — General Counsel and CCOSale (S): 6,528 @ $15.08EDGAR
2026-06-104Santos Edwin J — DirectorSale (S): 6,524 @ $14.12EDGAR
2026-06-094Butterfield Peter — General Counsel and CCOSale (S): 6,188 @ $14.40EDGAR
2026-06-084Santos Edwin J — DirectorSale (S): 10,466 @ $14.69EDGAR
2026-06-044Finkelstein Alex — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Jaques Carleigh — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Howard Gretchen — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Katziff Christine — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Harris Matthew C — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Santos Edwin J — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Offereins Diane E — DirectorGrant/award (A): 11,558 @ $0EDGAR
2026-06-044Riese Phillip John — DirectorOption exercise (M): 5,000 @ $0.59 · Sale (S): 4,800 @ $15.39 · Sale (S): 200 @ $16.18 · Grant/award (A): 11,558 @ $0 · Option exercise (M): 5,000 (derivative) @ $0EDGAR
2026-06-034King David R. — See RemarksTax withholding (F): 15,970 @ $16.61EDGAR
2026-06-034Massaro Michael — Chief Executive Officer, DirectorTax withholding (F): 39,799 @ $16.61EDGAR
2026-06-034Kansal Mohit — Chief Payments OfficerTax withholding (F): 9,921 @ $16.61EDGAR
2026-06-034Orgel Rob — President and COOSale (S): 178,980 @ $17 · Tax withholding (F): 21,979 @ $16.61EDGAR
2026-06-034Pitigoi Cosmin — Chief Financial OfficerTax withholding (F): 18,890 @ $16.61EDGAR
2026-06-034Butterfield Peter — General Counsel and CCOTax withholding (F): 7,318 @ $16.61EDGAR
2026-05-114Butterfield Peter — General Counsel and CCOSale (S): 1,480 @ $18.02EDGAR
2026-05-084Massaro Michael — Chief Executive Officer, DirectorSale (S): 11,830 @ $15.65 · Sale (S): 38,170 @ $16.62EDGAR
2026-05-084Pitigoi Cosmin — Chief Financial OfficerSale (S): 35,000 @ $17.38EDGAR
2026-05-084Kansal Mohit — Chief Payments OfficerSale (S): 16,101 @ $15.90EDGAR
2026-05-084Riese Phillip John — DirectorOption exercise (M): 37,921 @ $0.59 · Sale (S): 5,295 @ $15.54 · Sale (S): 17,806 @ $16.73 · Sale (S): 14,820 @ $17.50 · Option exercise (M): 37,921 (derivative) @ $0EDGAR
2026-04-234Pitigoi Cosmin — Chief Financial OfficerSale (S): 30,000 @ $14EDGAR
2026-04-024King David R. — See RemarksOption exercise (M): 8,000 @ $3.95 · Option exercise (M): 8,000 (derivative) @ $0EDGAR
2026-04-014Butterfield Peter — General Counsel and CCOOption exercise (M): 140,000 @ $0.59 · Option exercise (M): 140,000 (derivative) @ $0EDGAR
2026-03-274Katziff Christine — DirectorGrant/award (A): 28,225 @ $0EDGAR
2026-03-184Massaro Michael — Chief Executive Officer, DirectorOption exercise (M): 14,087 @ $3.95 · Option exercise (M): 14,087 (derivative) @ $0EDGAR
2026-03-094Butterfield Peter — General Counsel and CCOSale (S): 9,009 @ $13.05EDGAR
2026-03-064Kansal Mohit — Chief Payments OfficerTax withholding (F): 20,181 @ $0EDGAR
2026-03-044Orgel Rob — President and COOTax withholding (F): 64,512 @ $12.43EDGAR

Recent 8-K events — Flywire Corp

FiledFormItems reportedSource
2026-08-048-K2.02 — Results of Operations and Financial Condition
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2026-06-058-K5.07 — Submission of Matters to a Vote of Security HoldersEDGAR
2026-05-158-K7.01 — Regulation FD Disclosure
8.01 — Other Events
9.01 — Financial Statements and Exhibits
EDGAR
2026-05-058-K2.02 — Results of Operations and Financial Condition
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2026-03-268-K5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2026-02-248-K2.02 — Results of Operations and Financial Condition
7.01 — Regulation FD Disclosure
8.01 — Other Events
9.01 — Financial Statements and Exhibits
EDGAR
2026-01-148-K5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain OfficersEDGAR
2025-11-048-K2.02 — Results of Operations and Financial Condition
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2025-08-058-K2.02 — Results of Operations and Financial Condition
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2025-06-068-K5.07 — Submission of Matters to a Vote of Security HoldersEDGAR
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