Michael Massaro Flywire Corp (FLYW) insider trading activity

FLYW Quotes by TradingView

Michael Massaro is Chief Executive Officer of Flywire Corp. Currently has a direct ownership of 1.87 Million shares of FLYW, which is worth approximately $24.2 Million. The most recent transaction as insider was on Sep 02, 2025, when has been sold 26,514 shares (Voting Common Stock) at a price of $13.13 per share, resulting in proceeds of $348,128. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 1.87M
1.4% 3M change
7.72% 12M change
Total Value Held $24.2 Million

Michael Massaro Transaction History

Date Transaction Value Shares Traded Shares Held Form
Sep 02 2025
SELL
Payment of exercise price or tax liability
$348,128 $13.13 p/Share
26,514 Reduced 1.4%
1,865,386 Voting Common Stock
Jun 02 2025
SELL
Payment of exercise price or tax liability
$286,086 $10.79 p/Share
26,514 Reduced 1.38%
1,891,900 Voting Common Stock
Mar 13 2025
BUY
Grant, award, or other acquisition
-
765,550 Added 28.52%
1,918,414 Voting Common Stock
Mar 03 2025
SELL
Payment of exercise price or tax liability
$582,600 $10.76 p/Share
54,145 Reduced 4.49%
1,152,864 Voting Common Stock
Feb 28 2025
BUY
Exercise of conversion of derivative security
$388,245 $2.61 p/Share
148,753 Added 10.97%
1,207,009 Voting Common Stock
Dec 23 2024
SELL
Bona fide gift
-
657,236 Reduced 38.31%
1,058,256 Voting Common Stock
Dec 02 2024
SELL
Payment of exercise price or tax liability
$375,168 $23.14 p/Share
16,213 Reduced 0.94%
1,715,492 Voting Common Stock
Sep 05 2024
SELL
Open market or private sale
$132,352 $17.31 p/Share
7,646 Reduced 0.44%
1,731,705 Voting Common Stock
Sep 03 2024
SELL
Open market or private sale
$155,667 $18.04 p/Share
8,629 Reduced 0.49%
1,739,351 Voting Common Stock
Jun 05 2024
SELL
Open market or private sale
$127,361 $16.69 p/Share
7,631 Reduced 0.43%
1,746,882 Voting Common Stock
Jun 03 2024
SELL
Open market or private sale
$147,431 $16.95 p/Share
8,698 Reduced 0.49%
1,754,513 Voting Common Stock
May 03 2024
BUY
Exercise of conversion of derivative security
$37,638 $0.35 p/Share
107,538 Added 5.75%
1,763,211 Voting Common Stock
Apr 03 2024
SELL
Open market or private sale
$313,945 $24.07 p/Share
13,043 Reduced 0.78%
1,655,673 Voting Common Stock
Mar 20 2024
SELL
Open market or private sale
$421,709 $25.06 p/Share
16,828 Reduced 1.0%
1,668,716 Voting Common Stock
Mar 19 2024
SELL
Open market or private sale
$1,251,582 $25.11 p/Share
49,844 Reduced 2.87%
1,685,544 Voting Common Stock
Mar 05 2024
SELL
Open market or private sale
$207,763 $27.18 p/Share
7,644 Reduced 0.44%
1,735,388 Voting Common Stock
Mar 04 2024
SELL
Open market or private sale
$786,840 $27.3 p/Share
28,822 Reduced 1.63%
1,743,032 Voting Common Stock
Mar 02 2024
BUY
Grant, award, or other acquisition
-
340,867 Added 16.13%
1,771,854 Voting Common Stock
Dec 14 2023
SELL
Payment of exercise price or tax liability
$10,963,582 $23.3 p/Share
470,540 Reduced 24.75%
1,430,987 Voting Common Stock
Dec 14 2023
BUY
Exercise of conversion of derivative security
$1,058,448 $1.11 p/Share
953,557 Added 34.1%
1,842,451 Voting Common Stock
Dec 05 2023
SELL
Open market or private sale
$179,688 $23.4 p/Share
7,679 Reduced 0.8%
947,970 Voting Common Stock
Oct 18 2023
SELL
Open market or private sale
$312,043 $29.03 p/Share
10,749 Reduced 1.11%
955,649 Voting Common Stock
Oct 17 2023
SELL
Open market or private sale
$332,253 $29.0 p/Share
11,457 Reduced 1.17%
966,398 Voting Common Stock
Oct 05 2023
SELL
Open market or private sale
$340,960 $29.76 p/Share
11,457 Reduced 1.16%
977,855 Voting Common Stock
Oct 04 2023
SELL
Open market or private sale
$341,876 $29.84 p/Share
11,457 Reduced 1.14%
989,312 Voting Common Stock
MM

Michael Massaro

Chief Executive Officer
Boston, MA

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