Flywire Corp Insider Trading Activity
Every SEC Form 4 insider transaction reported for Flywire Corp (FLYW), sourced directly from SEC EDGAR and updated as new filings are accepted.
By Trabud · Insider-trading data from SEC EDGAR
Latest filing:
Compiled automatically from SEC EDGAR Form 4 filings and refreshed daily. Figures count purchases (code P) and sales (code S) only — not grants, option exercises, or gifts. How this page is built. Not investment advice.
Quick Answer
Are FLYW insiders buying or selling?
In the last 12 months, Flywire Corp insiders reported 2 open-market purchases ($3.5M) and 34 sales ($28.2M) — net selling of $24.8M. Since November 2021, Trabud has recorded 291 Form 4 filings for FLYW: 3 buys ($3.6M) and 288 sells ($1.1B).
Source: SEC EDGAR Form 4
What stands out
- The largest open-market purchase in the last 12 months was $3.2M by Travis W. Cocke (10% Owner) on Jan 7, 2026. SEC ↗
- The most recent open-market purchase was reported on Feb 18, 2026 (7 months ago).
Key Statistics (November 2021 – Oct 15, 2026)
Total Form 4 filings
291
SEC EDGAR
Insider filers
18
Insider buys (3)
$3.6M
Insider sells (288)
$1.1B
Insider sentiment
Net sellingNet insider flow of $1.1B in net selling since November 2021, and $24.8M in net selling over the last 12 months.
Recent FLYW insider transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| Oct 15, 2026 | David R. King | Chief Product Officer & Co-President of Global Education | Sale | 36.9K | $18.32 | $675.8K | SEC ↗ |
| Sep 15, 2026 | David R. King | Officer | Sale | 36.9K | $17.88 | $659.7K | SEC ↗ |
| Sep 10, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 12.2K | $17.99 | $218.6K | SEC ↗ |
| Sep 3, 2026 | Mohit Kansal | Chief Payments Officer | Sale | 12.4K | $18.69 | $232.2K | SEC ↗ |
| Sep 3, 2026 | Michael Massaro | Chief Executive Officer | Sale | 112.5K | $18.39 | $2.1M | SEC ↗ |
| Sep 1, 2026 | Voss Capital, LP | 10% Owner | Sale | 44.8K | $18.78 | $840.8K | SEC ↗ |
| Aug 28, 2026 | Voss Capital, LP | 10% Owner | Sale | 120.0K | $18.93 | $2.3M | SEC ↗ |
| Aug 26, 2026 | Voss Capital, LP | 10% Owner | Sale | 274.3K | $19.30 | $5.3M | SEC ↗ |
| Aug 20, 2026 | Voss Capital, LP | 10% Owner | Sale | 104.5K | $18.46 | $1.9M | SEC ↗ |
| Aug 11, 2026 | Phillip John Riese | Director | Sale | 36.0K | $18.22 | $656.0K | SEC ↗ |
| Jul 20, 2026 | Michael Massaro | Chief Executive Officer | Sale | 125.0K | $18.51 | $2.3M | SEC ↗ |
| Jul 6, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 31.1K | $18.06 | $561.5K | SEC ↗ |
| Jun 29, 2026 | Mohit Kansal | Chief Payments Officer | Sale | 3.6K | $16.96 | $61.9K | SEC ↗ |
| Jun 17, 2026 | Mohit Kansal | Chief Payments Officer | Sale | 54.5K | $15.15 | $826.6K | SEC ↗ |
| Jun 17, 2026 | Michael Massaro | Chief Executive Officer | Sale | 50.0K | $15.26 | $762.9K | SEC ↗ |
| Jun 17, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 6.5K | $15.08 | $98.4K | SEC ↗ |
| Jun 10, 2026 | Edwin J Santos | Director | Sale | 6.5K | $14.12 | $92.1K | SEC ↗ |
| Jun 9, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 6.2K | $14.40 | $89.1K | SEC ↗ |
| Jun 8, 2026 | Edwin J Santos | Director | Sale | 10.5K | $14.69 | $153.7K | SEC ↗ |
| Jun 4, 2026 | Phillip John Riese | Director | Sale | 5.0K | $15.43 | $77.1K | SEC ↗ |
| Jun 3, 2026 | Rob Orgel | President and COO | Sale | 179.0K | $17.00 | $3.0M | SEC ↗ |
| May 11, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 1.5K | $18.02 | $26.7K | SEC ↗ |
| May 8, 2026 | Michael Massaro | Chief Executive Officer | Sale | 50.0K | $16.39 | $819.7K | SEC ↗ |
| May 8, 2026 | Phillip John Riese | Director | Sale | 37.9K | $16.87 | $639.6K | SEC ↗ |
| May 8, 2026 | Cosmin Pitigoi | Chief Financial Officer | Sale | 35.0K | $17.38 | $608.2K | SEC ↗ |
Showing the 25 most recent of 291 Form 4 filings for Flywire Corp.
Most active FLYW insiders
- Michael Massaro47 filings
- Peter Butterfield41 filings
- GOLDMAN SACHS GROUP INC34 filings
- Jo Natauri33 filings
- David R. King27 filings
Ask anything about FLYW insider activity
Use Trabud's AI agent to query Flywire Corp's Form 4 history in plain English — "Show me FLYW CEO purchases this year" or compare it against any other ticker.
Open the AI agentFLYW insider trading FAQ
Are Flywire Corp insiders buying or selling?
In the last 12 months, Flywire Corp insiders reported 2 open-market purchases ($3.5M) and 34 sales ($28.2M) — net selling of $24.8M. Since November 2021, Trabud has recorded 291 Form 4 filings for FLYW: 3 buys ($3.6M) and 288 sells ($1.1B). Over the full record that is net selling of $1.1B.
How many insiders trade FLYW stock?
18 distinct insider filers — officers, directors, 10%+ owners, and investment groups filing jointly — have reported Form 4 transactions for Flywire Corp. The most recent filing was accepted on Oct 15, 2026.
Where does Trabud get FLYW insider trading data?
All FLYW insider trading data comes directly from official SEC EDGAR Form 4 filings, which corporate insiders must submit within two business days of a transaction under Section 16(a) of the Securities Exchange Act of 1934.