Flywire CEO sells 125,000 shares under trading plan
Flywire Corp CEO Michael Massaro reported sales of 125,000 shares of Voting Common Stock on July 16–17, 2026, at weighted‑average prices of $18.6219 and $18.1977 per share, executed under a previously adopted Rule 10b5‑1 trading plan.
Rhea-AI Filing Summary
Flywire Corp CEO Michael Massaro reported sales of 125,000 shares of Voting Common Stock on July 16–17, 2026, at weighted‑average prices of $18.6219 and $18.1977 per share, executed under a previously adopted Rule 10b5‑1 trading plan. After these sales, he directly holds 2,553,051 shares and has indirect interests in 192,193 and 307,548 shares held in family trusts, for which he disclaims beneficial ownership except for any pecuniary interest.
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Insights
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Insider Trade Summary 10b5-1
Net Seller: 125,000 shares
Net Sell
4 txns
Insider
Massaro Michael
Role
Chief Executive Officer
Sold
125,000 shs ($2.31M)
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Sale | Voting Common Stock F1, F3 | 32,328 | $18.1977 | $588K |
| Sale | Voting Common Stock F1, F2 | 92,672 | $18.6219 | $1.73M |
| holding | Voting Common Stock F4 | -- | -- | -- |
| holding | Voting Common Stock F5 | -- | -- | -- |
Holdings After Transaction:
Voting Common Stock — 2,553,051 shares (Direct);
Voting Common Stock — 499,741 shares (Indirect, See footnote)
Footnotes (5)
- F1. Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan.
- F2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $18.48 to $18.915, inclusive. The Reporting Person has provided to the Issuer, and undertakes to provide to the staff of the Securities and Exchange Commission or any security holder of the Issuer, upon request, full information regarding the number of shares sold at each separate price within the range.
- F3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $18.06 to $18.585, inclusive. The Reporting Person has provided to the Issuer, and undertakes to provide to the staff of the Securities and Exchange Commission or any security holder of the Issuer, upon request, full information regarding the number of shares sold at each separate price within the range.
- F4. The shares are held by the M Massaro Trust, of which the Reporting Person's spouse is a trustee. The Reporting Person disclaims beneficial ownership of these shares and this report shall not be deemed an admission that the Reporting Person is the beneficial owner of such shares for purposes of Section 16 or for any other purpose, except to the extent of the Reporting Person's pecuniary interests therein, if any.
- F5. The shares are held by the Michael P. Massaro 2021 Irrevocable Trust, of which the Reporting Person's spouse is a trustee. The Reporting Person disclaims beneficial ownership of these shares and this report shall not be deemed an admission that the Reporting Person is the beneficial owner of such shares for purposes of Section 16 or for any other purpose, except to the extent of the Reporting Person's pecuniary interests therein, if any.
Key Figures
Total shares sold: 125,000 shares
Shares sold on July 16, 2026: 92,672 shares
Shares sold on July 17, 2026: 32,328 shares
+5 more
8 metrics
Total shares sold
125,000 shares
Aggregate Voting Common Stock sold on July 16–17, 2026
Shares sold on July 16, 2026
92,672 shares
Open-market or private sale of Voting Common Stock
Shares sold on July 17, 2026
32,328 shares
Open-market or private sale of Voting Common Stock
Weighted-average price July 16
$18.6219 per share
Sales executed in a price range of $18.48–$18.915
Weighted-average price July 17
$18.1977 per share
Sales executed in a price range of $18.06–$18.585
Direct holdings after transactions
2,553,051 shares
Direct Voting Common Stock held by Michael Massaro after July 17, 2026 sale
M Massaro Trust holdings
192,193 shares
Indirect holdings; beneficial ownership disclaimed except for pecuniary interest
2021 Irrevocable Trust holdings
307,548 shares
Indirect holdings; beneficial ownership disclaimed except for pecuniary interest
Key Terms
Rule 10b5-1 trading plan, weighted average price, beneficial ownership, pecuniary interests, +1 more
5 terms
Rule 10b5-1 trading plan regulatory
"Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan."
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
weighted average price financial
"The price reported in Column 4 is a weighted average price."
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
beneficial ownership regulatory
"The Reporting Person disclaims beneficial ownership of these shares..."
Beneficial ownership means the person or entity that actually enjoys the benefits of owning shares or other assets — such as receiving dividends, voting rights, or price gains — even if the legal title is held in another name. For investors it matters because knowing who truly controls and profits from a company reveals who can influence decisions, exposes potential conflicts of interest or hidden concentration of power, and affects transparency and risk in the stock.
pecuniary interests financial
"except to the extent of the Reporting Person's pecuniary interests therein, if any."
Section 16 regulatory
"for purposes of Section 16 or for any other purpose..."
Section 16 is a U.S. securities law rule that governs the trading and disclosure obligations of company insiders — typically officers, directors and large shareholders — to promote transparency and deter unfair profit-taking. It requires insiders to publicly report their stock trades and allows companies or the issuer to reclaim quick, short-term profits from certain insider trades, like a scoreboard and a refund policy that help investors see and limit possible insider advantage.
FAQ
What insider stock transactions did Flywire (FLYW) CEO Michael Massaro report?
Michael Massaro reported open‑market sales of 125,000 Flywire shares of Voting Common Stock on July 16–17, 2026, at weighted‑average prices of $18.6219 and $18.1977 per share, executed under a previously adopted Rule 10b5‑1 trading plan.
Were the Flywire (FLYW) CEO’s stock sales made under a Rule 10b5-1 trading plan?
Yes. A footnote states the shares were sold pursuant to a previously adopted Rule 10b5‑1 trading plan, and the filing’s Rule 10b5‑1 checkbox is marked as affirmed, indicating use of a pre‑arranged trading plan.
AI-generated analysis. How Rhea-AI works. Not financial advice.
