$FLYW insider trading
Over the last 12 months, Flywire insiders reported 2 buys totaling $3.5M and 31 sales totaling $24.5M across SEC Form 4 filings. 73% of those filings were made under pre-arranged 10b5-1 trading plans.
- Bought · 12m
- $3.5M 2 events
- Sold · 12m
- $24.5M 31 events
- Events · 12m
- 33 Form 4 filings, grouped
- Insiders · 12m
- 8 distinct reporters
- 10b5-1 share
- 73% of events, not dollars
All insider trades
Scroll the table sideways for price, value and marks.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Aug 28, 2026 | Voss Capital, LP10% | ▼ Sale | 44,768 | $18.78 | $841K | -0.4% | 2 tranches · indirect |
| Aug 27, 2026 | Voss Capital, LP10% | ▼ Sale | 120,021 | $18.93 | $2.3M | -1.1% | 4 tranches · indirect |
| Aug 25, 2026 | Voss Capital, LP10% | ▼ Sale | 274,273 | $19.3 | $5.3M | -2.4% | 4 tranches · indirect |
| Aug 19, 2026 | Voss Capital, LP10% | ▼ Sale | 104,500 | $18.46 | $1.9M | -0.9% | 7 tranches · indirect |
| Aug 7, 2026 | Riese Phillip JohnD | ▼ Sale | 36,000 | $18.22 | $656K | -12.2% | — |
| Jul 17, 2026 | Massaro MichaelChief Executive Officer · O·D | ▼ Sale | 125,000 | $18.51 | $2.3M | -4.7% | plan · 2 tranches |
| Jul 1, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 31,096 | $18.06 | $561K | -4.8% | plan |
| Jun 25, 2026 | Kansal MohitChief Payments Officer · O | ▼ Sale | 3,650 | $16.96 | $62K | -0.7% | plan |
| Jun 15, 2026 | Massaro MichaelChief Executive Officer · O·D | ▼ Sale | 50,000 | $15.26 | $763K | -1.8% | plan |
| Jun 15, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 6,528 | $15.08 | $98K | -1% | plan |
| Jun 15, 2026 | Kansal MohitChief Payments Officer · O | ▼ Sale | 54,543 | $15.15 | $827K | -9.8% | plan |
| Jun 8, 2026 | Santos Edwin JD | ▼ Sale | 6,524 | $14.12 | $92K | -36.1% | — |
| Jun 5, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 6,188 | $14.4 | $89K | -0.9% | plan |
| Jun 4, 2026 | Santos Edwin JD | ▼ Sale | 10,466 | $14.69 | $154K | -36.7% | — |
| Jun 2, 2026 | Riese Phillip JohnD | ▼ Sale | 200 | $16.18 | $3K | -0.1% | plan |
| Jun 2, 2026 | Riese Phillip JohnD | ▼ Sale | 4,800 | $15.39 | $74K | -2% | plan |
| Jun 1, 2026 | Orgel RobPresident and COO · O | ▼ Sale | 178,980 | $17 | $3.0M | -15.7% | plan |
| May 7, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 1,480 | $18.02 | $27K | -0.2% | plan |
| May 6, 2026 | Massaro MichaelChief Executive Officer · O·D | ▼ Sale | 50,000 | $16.39 | $820K | -1.8% | plan · 2 tranches |
| May 6, 2026 | Riese Phillip JohnD | ▼ Sale | 37,921 | $16.87 | $640K | -13.9% | plan · 3 tranches |
| May 6, 2026 | Pitigoi CosminChief Financial Officer · O | ▼ Sale | 35,000 | $17.38 | $608K | -3.8% | plan |
| May 6, 2026 | Kansal MohitChief Payments Officer · O | ▼ Sale | 16,101 | $15.9 | $256K | -2.8% | plan |
| Apr 21, 2026 | Pitigoi CosminChief Financial Officer · O | ▼ Sale | 30,000 | $14 | $420K | -3.1% | plan |
| Mar 5, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 9,009 | $13.05 | $118K | -1.7% | plan |
| Mar 2, 2026 | Massaro MichaelChief Executive Officer · O·D | ▼ Sale | 150,000 | $12.31 | $1.8M | -4.9% | plan |
| Feb 13, 2026 | Voss Capital, LP10% | ▲ Buy | 25,000 | $10.99 | $275K | +1.1% | indirect |
| Jan 7, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 13,327 | $15.01 | $200K | -3.4% | plan |
| Jan 7, 2026 | Riese Phillip JohnD | ▼ Sale | 16,612 | $15.08 | $251K | -6.6% | plan |
| Dec 31, 2025 | Voss Capital, LP10% | ▲ Buy | 226,112 | $14.17 | $3.2M | +2.4% | late · 2 tranches · indirect |
| Dec 23, 2025 | Riese Phillip JohnD | ▼ Sale | 467 | $15 | $7K | -0.2% | plan · late · 2 tranches |
| Dec 9, 2025 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 8,120 | $13.69 | $111K | -2.1% | plan |
| Nov 5, 2025 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 1,000 | $15 | $15K | -0.3% | plan |
| Sep 8, 2025 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 9,563 | $13.15 | $126K | -2.4% | plan |
Every $FLYW filing on this page is one API call away
The same Form 4 data over REST or MCP, already grouped into events with the plan flag and the dollar value read. A free key does 100 calls a day and needs no card. Prefer email? Flywire filings can reach your inbox instead.
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. This page shows open-market activity: purchases (code P), sales (S) and dispositions back to the issuer (D). Scheduled compensation events such as stock grants and option exercises are also filed on Form 4 but carry no trading signal, so they are not shown and counts here can be lower than the raw EDGAR filing total. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $FLYW feed.