Massaro Michael insider trades
Massaro Michael has filed 69 Form 4s with the SEC that we hold, all for Flywire Corp (FLYW), as Chief Executive Officer, Director. Across all of them we count 0 purchases worth $0 and 125 sales worth $39.3M reported on Form 4. In the last 12 months: 0 purchases ($0) and 7 sales ($7.8M). The largest single trade was a sale of 88,116 shares of Flywire Corp worth $2.5M, dated 2022-08-16. Of 1 sale filed since we began reading the 10b5-1 checkbox, 1 (100%) was marked as made under a 10b5-1 trading plan. The first filing on our record is dated 2021-12-01 and the latest 2026-09-03.
Flywire Corp (FLYW)
Chief Executive Officer, Director · 69 filings · 125 purchases and sales
| Trade date | Code | Shares | Value as filed | Filed |
|---|---|---|---|---|
| 2021-11-29 | S, sale reported on Form 4 | 10,940 | $464.8K | 2021-12-01 |
| 2021-11-29 | S, sale reported on Form 4 | 1,200 | $51.5K | 2021-12-01 |
| 2021-11-30 | S, sale reported on Form 4 | 441 | $18.4K | 2021-12-01 |
| 2021-11-30 | S, sale reported on Form 4 | 2,471 | $99.2K | 2021-12-01 |
| 2021-12-07 | S, sale reported on Form 4 | 4,632 | $195.3K | 2021-12-09 |
| 2021-12-07 | S, sale reported on Form 4 | 7,468 | $309.7K | 2021-12-09 |
| 2021-12-08 | S, sale reported on Form 4 | 11,800 | $491.1K | 2021-12-09 |
| 2021-12-08 | S, sale reported on Form 4 | 300 | $12.6K | 2021-12-09 |
| 2021-12-20 | S, sale reported on Form 4 | 1,437 | $48.1K | 2021-12-22 |
| 2021-12-20 | S, sale reported on Form 4 | 10,663 | $350.5K | 2021-12-22 |
| 2021-12-21 | S, sale reported on Form 4 | 2,180 | $77.0K | 2021-12-22 |
| 2021-12-21 | S, sale reported on Form 4 | 1,600 | $53.6K | 2021-12-22 |
| 2021-12-21 | S, sale reported on Form 4 | 8,320 | $290.1K | 2021-12-22 |
| 2022-01-05 | S, sale reported on Form 4 | 3,000 | $104.0K | 2022-01-07 |
| 2022-01-05 | S, sale reported on Form 4 | 4,187 | $141.8K | 2022-01-07 |
| 2022-01-05 | S, sale reported on Form 4 | 4,893 | $160.1K | 2022-01-07 |
| 2022-01-06 | S, sale reported on Form 4 | 10,380 | $343.4K | 2022-01-07 |
| 2022-01-06 | S, sale reported on Form 4 | 1,700 | $57.0K | 2022-01-07 |
| 2022-01-24 | S, sale reported on Form 4 | 2,170 | $55.9K | 2022-01-26 |
| 2022-01-24 | S, sale reported on Form 4 | 1,620 | $43.5K | 2022-01-26 |
| 2022-01-24 | S, sale reported on Form 4 | 1,540 | $43.0K | 2022-01-26 |
| 2022-01-25 | S, sale reported on Form 4 | 100 | $2.7K | 2022-01-26 |
| 2022-01-25 | S, sale reported on Form 4 | 4,830 | $128.1K | 2022-01-26 |
| 2022-02-17 | S, sale reported on Form 4 | 3,822 | $105.0K | 2022-02-23 |
| 2022-02-17 | S, sale reported on Form 4 | 4,458 | $127.2K | 2022-02-23 |
| 2022-02-17 | S, sale reported on Form 4 | 300 | $8.8K | 2022-02-23 |
| 2022-02-18 | S, sale reported on Form 4 | 700 | $18.8K | 2022-02-23 |
| 2022-02-18 | S, sale reported on Form 4 | 5,738 | $149.4K | 2022-02-23 |
| 2022-02-23 | S, sale reported on Form 4 | 200 | $5.2K | 2022-02-25 |
| 2022-02-23 | S, sale reported on Form 4 | 4,630 | $116.2K | 2022-02-25 |
| 2022-02-24 | S, sale reported on Form 4 | 1,910 | $47.7K | 2022-02-25 |
| 2022-02-24 | S, sale reported on Form 4 | 1,913 | $51.4K | 2022-02-25 |
| 2022-02-24 | S, sale reported on Form 4 | 1,007 | $26.1K | 2022-02-25 |
| 2022-03-02 | S, sale reported on Form 4 | 4,830 | $125.7K | 2022-03-04 |
| 2022-03-03 | S, sale reported on Form 4 | 4,189 | $109.0K | 2022-03-04 |
| 2022-03-03 | S, sale reported on Form 4 | 641 | $17.0K | 2022-03-04 |
| 2022-03-14 | S, sale reported on Form 4 | 600 | $14.6K | 2022-03-16 |
| 2022-04-11 | S, sale reported on Form 4 | 1,100 | $32.5K | 2022-04-13 |
| 2022-04-11 | S, sale reported on Form 4 | 25,692 | $747.9K | 2022-04-13 |
| 2022-04-12 | S, sale reported on Form 4 | 17,333 | $504.4K | 2022-04-13 |
| 2022-04-12 | S, sale reported on Form 4 | 5,889 | $176.9K | 2022-04-13 |
| 2022-04-27 | S, sale reported on Form 4 | 4,201 | $127.6K | 2022-04-29 |
| 2022-04-27 | S, sale reported on Form 4 | 10,502 | $312.3K | 2022-04-29 |
| 2022-04-28 | S, sale reported on Form 4 | 13,086 | $418.5K | 2022-04-29 |
| 2022-04-28 | S, sale reported on Form 4 | 3,300 | $100.6K | 2022-04-29 |
| 2022-08-16 | S, sale reported on Form 4 | 22,342 | $613.3K | 2022-08-18 |
| 2022-08-16 | S, sale reported on Form 4 | 88,116 | $2.5M | 2022-08-18 |
| 2022-08-17 | S, sale reported on Form 4 | 300 | $8.2K | 2022-08-18 |
| 2022-08-17 | S, sale reported on Form 4 | 5,742 | $153.7K | 2022-08-18 |
| 2022-08-29 | S, sale reported on Form 4 | 4,830 | $121.3K | 2022-08-31 |
| 2022-08-30 | S, sale reported on Form 4 | 4,830 | $120.3K | 2022-08-31 |
| 2022-09-07 | S, sale reported on Form 4 | 4,830 | $119.8K | 2022-09-09 |
| 2022-09-08 | S, sale reported on Form 4 | 1,200 | $30.2K | 2022-09-09 |
| 2022-09-08 | S, sale reported on Form 4 | 3,630 | $92.6K | 2022-09-09 |
| 2022-09-20 | S, sale reported on Form 4 | 4,830 | $117.1K | 2022-09-22 |
| 2022-09-21 | S, sale reported on Form 4 | 4,830 | $117.9K | 2022-09-22 |
| 2022-10-03 | S, sale reported on Form 4 | 4,830 | $116.5K | 2022-10-05 |
| 2022-10-04 | S, sale reported on Form 4 | 4,830 | $123.1K | 2022-10-05 |
| 2023-01-03 | S, sale reported on Form 4 | 20,862 | $509.7K | 2023-01-05 |
| 2023-01-04 | S, sale reported on Form 4 | 4,166 | $101.8K | 2023-01-05 |
| 2023-01-11 | S, sale reported on Form 4 | 4,166 | $105.0K | 2023-01-13 |
| 2023-01-12 | S, sale reported on Form 4 | 4,166 | $106.6K | 2023-01-13 |
| 2023-02-02 | S, sale reported on Form 4 | 49,202 | $1.4M | 2023-02-06 |
| 2023-02-03 | S, sale reported on Form 4 | 10,732 | $306.5K | 2023-02-06 |
| 2023-02-10 | S, sale reported on Form 4 | 4,666 | $121.8K | 2023-02-14 |
| 2023-02-13 | S, sale reported on Form 4 | 4,166 | $109.6K | 2023-02-14 |
| 2023-03-13 | S, sale reported on Form 4 | 4,166 | $100.2K | 2023-03-15 |
| 2023-03-14 | S, sale reported on Form 4 | 4,166 | $107.5K | 2023-03-15 |
| 2023-03-14 | S, sale reported on Form 4 | 700 | $18.9K | 2023-03-15 |
| 2023-03-14 | S, sale reported on Form 4 | 22,013 | $579.2K | 2023-03-15 |
| 2023-03-28 | S, sale reported on Form 4 | 24,296 | $663.5K | 2023-03-30 |
| 2023-03-29 | S, sale reported on Form 4 | 8,332 | $233.2K | 2023-03-30 |
| 2023-03-29 | S, sale reported on Form 4 | 2,000 | $58.1K | 2023-03-30 |
| 2023-04-03 | S, sale reported on Form 4 | 27,138 | $790.0K | 2023-04-05 |
| 2023-04-04 | S, sale reported on Form 4 | 19,033 | $554.1K | 2023-04-05 |
| 2023-04-11 | S, sale reported on Form 4 | 25,740 | $738.7K | 2023-04-13 |
| 2023-04-11 | S, sale reported on Form 4 | 50 | $1.5K | 2023-04-13 |
| 2023-04-12 | S, sale reported on Form 4 | 11,457 | $335.3K | 2023-04-13 |
| 2023-05-16 | S, sale reported on Form 4 | 11,457 | $349.9K | 2023-05-18 |
| 2023-05-17 | S, sale reported on Form 4 | 11,457 | $330.5K | 2023-05-18 |
| 2023-05-30 | S, sale reported on Form 4 | 11,457 | $339.8K | 2023-06-01 |
| 2023-05-31 | S, sale reported on Form 4 | 11,457 | $335.7K | 2023-06-01 |
| 2023-06-05 | S, sale reported on Form 4 | 11,457 | $355.6K | 2023-06-07 |
| 2023-06-05 | S, sale reported on Form 4 | 7,622 | $238.6K | 2023-07-07 |
| 2023-06-06 | S, sale reported on Form 4 | 11,457 | $357.2K | 2023-06-07 |
| 2023-06-13 | S, sale reported on Form 4 | 11,457 | $370.2K | 2023-06-15 |
| 2023-06-14 | S, sale reported on Form 4 | 11,457 | $358.1K | 2023-06-15 |
| 2023-07-03 | S, sale reported on Form 4 | 11,457 | $354.3K | 2023-07-06 |
| 2023-07-05 | S, sale reported on Form 4 | 11,457 | $342.9K | 2023-07-06 |
| 2023-07-12 | S, sale reported on Form 4 | 11,457 | $341.9K | 2023-07-14 |
| 2023-07-13 | S, sale reported on Form 4 | 11,457 | $354.7K | 2023-07-14 |
| 2023-08-17 | S, sale reported on Form 4 | 11,457 | $351.7K | 2023-08-21 |
| 2023-08-18 | S, sale reported on Form 4 | 11,457 | $346.8K | 2023-08-21 |
| 2023-08-29 | S, sale reported on Form 4 | 11,457 | $366.1K | 2023-08-31 |
| 2023-08-30 | S, sale reported on Form 4 | 11,457 | $378.0K | 2023-08-31 |
| 2023-09-05 | S, sale reported on Form 4 | 11,457 | $387.5K | 2023-09-07 |
| 2023-09-05 | S, sale reported on Form 4 | 7,742 | $261.3K | 2023-09-07 |
| 2023-09-06 | S, sale reported on Form 4 | 11,457 | $382.7K | 2023-09-07 |
| 2023-09-18 | S, sale reported on Form 4 | 11,457 | $354.4K | 2023-09-20 |
| 2023-09-19 | S, sale reported on Form 4 | 11,457 | $346.0K | 2023-09-20 |
Newest 100 of 125
Source
Counted from the Form 4 filings this reporting owner (SEC CIK 1862130) filed on EDGAR. Values are the transaction values as filed. See every filing on EDGAR, or browse insider buying and today's insider purchases.
Source: U.S. Securities and Exchange Commission (EDGAR) and other official
government data · Updated 2026-10-12 ·
For informational purposes only, not investment advice.
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