FLYW · Flywire Corp
Trades by corporate insiders — officers, directors and holders of more than 10% of the shares — disclosed to the SEC on Forms 3, 4 and 5. Form 4 must be filed within two business days of the trade.
Insider Sentiment Score
Peer-relative 0–100 rank of how aggressively insiders accumulated over the trailing 90 days. See the full ranking.
| Date | Insider | Role | Type | Security | Shares |
|---|---|---|---|---|---|
| 2026-07-17 | Massaro Michael |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. 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. |
Voting Common Stock
|
32,328 |
| 2026-07-16 | Massaro Michael |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. 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. |
Voting Common Stock
|
92,672 |
| 2026-07-01 | Butterfield Peter |
General Counsel and CCO |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $18.00 to $18.12, 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. |
Voting Common Stock
|
31,096 |
| 2026-06-30 | King David R. |
See Remarks |
Convert↓
Filing footnotes — Voting Common Stock (Direct)
Adjusted to reflect 1,815 shares acquired under the Issuer's Employee Stock Purchase Plan. |
Voting Common Stock
|
5,125 |
| 2026-06-30 | King David R. |
See Remarks |
Convert↓
Filing footnotes — Employee Stock Option (right to buy) (Direct)
The shares subject to this option are fully vested as of the date hereof. |
Employee Stock Option (right to buy)
|
5,125 |
| 2026-06-25 | Kansal Mohit |
Chief Payments Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. |
Voting Common Stock
|
3,650 |
| 2026-06-15 | Kansal Mohit |
Chief Payments Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.79 to $15.50, 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. Adjusted to reflect 990 shares acquired under the Issuer's Employee Stock Purchase Plan. |
Voting Common Stock
|
54,543 |
| 2026-06-15 | Massaro Michael |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.01 to $15.49, 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. Adjusted to reflect 1,815 shares acquired under the Issuer's Employee Stock Purchase Plan. |
Voting Common Stock
|
50,000 |
| 2026-06-15 | Butterfield Peter |
General Counsel and CCO |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.00 to $15.18, 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. |
Voting Common Stock
|
6,528 |
| 2026-06-08 | Santos Edwin J |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.12 to $14.125, inclusive. The Reporting Person undertakes to provide to the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4. |
Voting Common Stock
|
6,524 |
| 2026-06-05 | Butterfield Peter |
General Counsel and CCO |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $14.26 to $14.5977. 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. Adjusted to reflect 704 shares acquired under the Issuer's Employee Stock Purchase Plan. |
Voting Common Stock
|
6,188 |
| 2026-06-04 | Santos Edwin J |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.535 to $14.845, inclusive. The Reporting Person undertakes to provide to the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4. |
Voting Common Stock
|
10,466 |
| 2026-06-02 | Howard Gretchen |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Offereins Diane E |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Riese Phillip John |
Director |
Convert↑
|
Voting Common Stock
|
5,000 |
| 2026-06-02 | Harris Matthew C |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Riese Phillip John |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $16.155 to $16.21. 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. |
Voting Common Stock
|
200 |
| 2026-06-02 | Katziff Christine |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Riese Phillip John |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Riese Phillip John |
Director |
Convert↓
Filing footnotes — Stock Option (right to buy) (Direct)
The shares subject to this option are fully vested. |
Stock Option (right to buy)
|
5,000 |
| 2026-06-02 | Finkelstein Alex |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Jaques Carleigh |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-02 | Riese Phillip John |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $15.09 to $15.88. 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. |
Voting Common Stock
|
4,800 |
| 2026-06-02 | Santos Edwin J |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents a restricted stock unit award that vests on the earlier of (a) June 2, 2027, and (b) the Issuer's next annual meeting of stockholders, provided that the Reporting Person has provided continuous service to the Issuer through such date. In addition, the restricted stock unit award will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
11,558 |
| 2026-06-01 | King David R. |
See Remarks |
Tax↓
Filing footnotes — Voting Common Stock (Direct)
Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale. |
Voting Common Stock
|
15,970 |
| 2026-06-01 | Pitigoi Cosmin |
Chief Financial Officer |
Tax↓
Filing footnotes — Voting Common Stock (Direct)
Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale. |
Voting Common Stock
|
18,890 |
| 2026-06-01 | Massaro Michael |
Director, Chief Executive Officer |
Tax↓
Filing footnotes — Voting Common Stock (Direct)
Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale. |
Voting Common Stock
|
39,799 |
| 2026-06-01 | Orgel Rob |
President and COO |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. |
Voting Common Stock
|
178,980 |
| 2026-06-01 | Butterfield Peter |
General Counsel and CCO |
Tax↓
Filing footnotes — Voting Common Stock (Direct)
Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale. |
Voting Common Stock
|
7,318 |
| 2026-06-01 | Orgel Rob |
President and COO |
Tax↓
Filing footnotes — Voting Common Stock (Direct)
Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale. |
Voting Common Stock
|
21,979 |
| 2026-06-01 | Kansal Mohit |
Chief Payments Officer |
Tax↓
Filing footnotes — Voting Common Stock (Direct)
Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale. |
Voting Common Stock
|
9,921 |
| 2026-05-07 | Butterfield Peter |
General Counsel and CCO |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $18.00 to $18.03. 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. |
Voting Common Stock
|
1,480 |
| 2026-05-06 | Riese Phillip John |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $17.31 to $17.77. 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. |
Voting Common Stock
|
14,820 |
| 2026-05-06 | Riese Phillip John |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $15.17 to $16.13. 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. |
Voting Common Stock
|
5,295 |
| 2026-05-06 | Massaro Michael |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $16.15 to $16.905, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of securities sold at each separate price within the ranges set forth in this footnote to this Form 4. |
Voting Common Stock
|
38,170 |
| 2026-05-06 | Kansal Mohit |
Chief Payments Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. |
Voting Common Stock
|
16,101 |
| 2026-05-06 | Massaro Michael |
Director, Chief Executive Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.085 to $16.00, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of securities sold at each separate price within the ranges set forth in this footnote to this Form 4. |
Voting Common Stock
|
11,830 |
| 2026-05-06 | Pitigoi Cosmin |
Chief Financial Officer |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $17.00 to $17.75. 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. |
Voting Common Stock
|
35,000 |
| 2026-05-06 | Riese Phillip John |
Director |
Convert↑
|
Voting Common Stock
|
37,921 |
| 2026-05-06 | Riese Phillip John |
Director |
Sell↓
Filing footnotes — Voting Common Stock (Direct)
Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan. Represents a weighted average sales price per share. These shares were sold in multiple transactions at prices ranging from $16.30 to $17.29. 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. |
Voting Common Stock
|
17,806 |
| 2026-05-06 | Riese Phillip John |
Director |
Convert↓
Filing footnotes — Stock Option (right to buy) (Direct)
The shares subject to this option are fully vested. |
Stock Option (right to buy)
|
37,921 |
| 2026-04-21 | Pitigoi Cosmin |
Chief Financial Officer |
Sell↓
|
Voting Common Stock
|
30,000 |
| 2026-03-31 | King David R. |
See Remarks |
Convert↓
Filing footnotes — Employee Stock Option (right to buy) (Direct)
The shares subject to this option are fully vested. |
Employee Stock Option (right to buy)
|
8,000 |
| 2026-03-31 | King David R. |
See Remarks |
Convert↑
|
Voting Common Stock
|
8,000 |
| 2026-03-30 | Butterfield Peter |
General Counsel and CCO |
Convert↓
Filing footnotes — Stock Option (right to buy) (Direct)
The shares subject to this option are fully vested. |
Stock Option (right to buy)
|
140,000 |
| 2026-03-30 | Butterfield Peter |
General Counsel and CCO |
Convert↑
|
Voting Common Stock
|
140,000 |
| 2026-03-25 | Katziff Christine |
Director |
Other↑
|
No Securities Owned
|
0 |
| 2026-03-25 | Katziff Christine |
Director |
Award↑
Filing footnotes — Voting Common Stock (Direct)
Represents shares of common stock underlying a restricted stock unit award (RSU). The RSU shall vest in 3 equal annual installments following the grant date, provided that the Reporting Person has provided continuous service to the Issuer through each applicable vesting date. In addition, the RSU will accelerate and fully vest upon a change in control, or the Reporting Person's earlier death or disability. |
Voting Common Stock
|
28,225 |
| 2026-03-16 | Massaro Michael |
Director, Chief Executive Officer |
Convert↓
Filing footnotes — Employee Stock Option (right to buy) (Direct)
The shares originally subject to this option are fully vested as of the date hereof. |
Employee Stock Option (right to buy)
|
14,087 |
| 2026-03-16 | Massaro Michael |
Director, Chief Executive Officer |
Convert↑
|
Voting Common Stock
|
14,087 |