FLYWTechnologyMid-Cap
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 Research Team · SEC Form 4 & insider trading data analysts
Last updated:
Quick Answer
Are FLYW insiders buying or selling?
Flywire Corp insiders reported 3 open-market buys ($3.6M) and 278 sells ($1.1B) across 281 Form 4 filings — a net selling position of $1.1B.
Source: SEC EDGAR Form 4
Key Statistics (as of Jul 20, 2026)
Total Form 4 filings
281
SEC EDGAR
Insider filers
18
Insider buys (3)
$3.6M
Insider sells (278)
$1.1B
Insider sentiment
Net sellingNet insider flow of $1.1B in net selling.
Recent FLYW insider transactions
| Date | Insider | Role | Type | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Jul 20, 2026 | Michael Massaro | Chief Executive Officer | Sale | 125.0K | $18.51 | $2.3M |
| Jul 6, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 31.1K | $18.06 | $561.5K |
| Jun 29, 2026 | Mohit Kansal | Chief Payments Officer | Sale | 3.6K | $16.96 | $61.9K |
| Jun 17, 2026 | Mohit Kansal | Chief Payments Officer | Sale | 54.5K | $15.15 | $826.6K |
| Jun 17, 2026 | Michael Massaro | Chief Executive Officer | Sale | 50.0K | $15.26 | $762.9K |
| Jun 17, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 6.5K | $15.08 | $98.4K |
| Jun 10, 2026 | Edwin J Santos | Director | Sale | 6.5K | $14.12 | $92.1K |
| Jun 9, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 6.2K | $14.40 | $89.1K |
| Jun 8, 2026 | Edwin J Santos | Director | Sale | 10.5K | $14.69 | $153.7K |
| Jun 4, 2026 | Phillip John Riese | Director | Sale | 5.0K | $15.43 | $77.1K |
| Jun 3, 2026 | Rob Orgel | President and COO | Sale | 179.0K | $17.00 | $3.0M |
| May 11, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 1.5K | $18.02 | $26.7K |
| May 8, 2026 | Michael Massaro | Chief Executive Officer | Sale | 50.0K | $16.39 | $819.7K |
| May 8, 2026 | Phillip John Riese | Director | Sale | 37.9K | $16.87 | $639.6K |
| May 8, 2026 | Cosmin Pitigoi | Chief Financial Officer | Sale | 35.0K | $17.38 | $608.2K |
| May 8, 2026 | Mohit Kansal | Chief Payments Officer | Sale | 16.1K | $15.90 | $256.0K |
| Apr 23, 2026 | Cosmin Pitigoi | Chief Financial Officer | Sale | 30.0K | $14.00 | $420.0K |
| Mar 9, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 9.0K | $13.05 | $117.5K |
| Mar 4, 2026 | Michael Massaro | Chief Executive Officer | Sale | 150.0K | $12.31 | $1.8M |
| Feb 18, 2026 | Travis W. Cocke | 10% Owner | Purchase | 25.0K | $10.99 | $274.8K |
| Jan 9, 2026 | Peter Butterfield | General Counsel and CCO | Sale | 13.3K | $15.01 | $200.1K |
| Jan 9, 2026 | Phillip John Riese | Director | Sale | 16.6K | $15.08 | $250.6K |
| Jan 7, 2026 | Travis W. Cocke | 10% Owner | Purchase | 226.1K | $14.17 | $3.2M |
| Dec 30, 2025 | Phillip John Riese | Director | Sale | 467 | $15.00 | $7.0K |
| Dec 11, 2025 | Peter Butterfield | General Counsel and CCO | Sale | 8.1K | $13.69 | $111.2K |
Showing the 25 most recent of 281 Form 4 filings for Flywire Corp.
Most active FLYW insiders
- Michael Massaro46 filings
- Peter Butterfield40 filings
- GOLDMAN SACHS GROUP INC34 filings
- Jo Natauri33 filings
- David R. King25 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?
Across 281 SEC Form 4 filings, Flywire Corp (FLYW) insiders reported 3 open-market purchases totaling $3.6M and 278 sales totaling $1.1B. That is a net selling position 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 Jul 20, 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.
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