FLYW insider buying – Flywire Corp

3 insider purchases since 2016 worth $3.6M by 2 different insiders. Last 12 months: 2 purchases, $3.5M. Most recent filing: 2026-02-18.

Mid company Public float $1.4B (latest 10-K, SEC).

Where insiders bought and sold FLYW – last 5 yearsCEO / officers Directors Funds & 10% owners Sales

Same time range as the chart above - each mark sits under the week of the trade. Circles = purchases (height = price paid, size = amount), red triangles = open-market sales of $50k+. Prices as reported, not adjusted for later stock splits.

Purchases are open-market buys (SEC Form 4, code "P") - insiders paying with their own money. Sales are open-market sales (code "S") of $50,000 or more; many sales are pre-planned (Rule 10b5-1) or made for taxes and diversification. Each row links to the original filing.

Bought, sold, still holding?

InsiderBoughtFirst / last buySold since 2016Holds now*Status
Voss Value Master Fund, LP
10% Owner
$3.5M
2× · 251,112 sh
2025-12-30
2026-02-13
2× · $7.2M
last 2026-08-24
13,850,727 shares
as of 2026-08-26
Sold part
Howard Gretchen
Director
$97,246
1× · 8,889 sh
2025-02-27
2025-02-27
–59,318 shares
as of 2026-06-04
Holds - never sold

* Shares held after the insider's most recent SEC filing for this company (all share classes, direct and indirect). If an insider stops filing, later changes are not known.

Insider buying and selling by year

YearPurchasesBoughtBuyersSalesSold
20262$3.5M130$30.1M
20251$97,24615$498,179
20240––28$10.4M
20230––87$172.5M
20220––75$241.8M
20210––12$21.8M

Insider purchases

FiledInsiderRoleSharesAvg priceValueHoldingsFiling
2026-02-18Voss Value Master Fund, LP10% Owner25,000$10.99$274,750+1.1%SEC
2026-01-07Voss Value Master Fund, LP10% Owner226,112$14.17$3.2M+2.4%SEC
2025-03-03Howard GretchenDirector8,889$10.94$97,246+40.6%SEC

Insider sales

FiledInsiderRoleSharesAvg priceValueTypeFiling
2026-11-13Orgel RobPresident and COO-125,000$21.81$2.7MPre-planned (10b5-1)SEC
2026-09-15King David R.Officer36,900$17.88$659,772Pre-planned (10b5-1)SEC
2026-09-10Butterfield PeterOfficer12,156$17.99$218,686Pre-planned (10b5-1)SEC
2026-09-03Kansal MohitOfficer12,423$18.69$232,186Pre-planned (10b5-1)SEC
2026-09-03Massaro MichaelCEO112,500$18.39$2.1MPre-planned (10b5-1)SEC
2026-09-01Voss Value-Oriented Special Situations Fund, LP10% Owner44,768$18.78$840,743SaleSEC
2026-08-28Voss Capital, LP10% Owner120,021$18.94$2.3MSaleSEC
2026-08-26Voss Value Master Fund, LP10% Owner274,273$19.30$5.3MSaleSEC
2026-08-20Voss Value Master Fund, LP10% Owner104,500$18.46$1.9MSaleSEC
2026-08-11Riese Phillip JohnDirector36,000$18.22$655,920SaleSEC
2026-07-20Massaro MichaelCEO125,000$18.51$2.3MSaleSEC
2026-07-06Butterfield PeterOfficer31,096$18.06$561,594SaleSEC
2026-06-29Kansal MohitOfficer3,650$16.96$61,904SaleSEC
2026-06-17Massaro MichaelCEO50,000$15.26$763,000SaleSEC
2026-06-17Kansal MohitOfficer54,543$15.15$826,326SaleSEC

Showing the latest 15 of 237 sales of $50,000+ since 2016.

Compiled automatically from public SEC filings. Not investment advice. Get every new insider purchase in the daily report.

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