undamentalytics Newsletter

Flywire Corp insider trading

Every open-market purchase and sale by Flywire Corp's officers, directors and largest shareholders since November 4, 2021, and what the share price did next.

Insider purchase Insider sale Marker size reflects trade value. Weekly closes adjusted for splits; may be delayed.
Flywire Corp insider open-market trades
DateInsiderTrade SharesPriceValue 1M after 3M after 6M after

From insiders' Form 4 filings with the SEC: open-market purchases and sales only (awards, option exercises and shares withheld for tax are excluded), combined to one line per insider per day. "Plan" marks trades the filing says were made under a pre-set Rule 10b5-1 trading plan, which are scheduled in advance. Price changes run from the close on the trade date; hover a figure for the change relative to the S&P 500. Past moves don't predict future ones.

Does following Flywire Corp’s insiders pay?

From December 13, 2021 to September 1, 2026, 21 insiders reported 3 open-market purchases and 123 sales not made under a pre-set plan in Flywire Corp. Twelve months after each purchase was reported, the shares were +5.3% against the S&P 500 on average (median +5.3%), over 1 purchase with a full year of prices; 100% beat the index. After sales, the shares moved −10.3% against the index over 12 months (a negative figure means selling was the right call). That rests on fewer than 20 purchases, too few to read much into. Buying each purchase the day after it was reported, an equal amount each, held 12 months or until that insider reported a sale, would have turned $10,000 on March 4, 2025 into $18,516 by November 2, 2026, +44.9% a year. It held shares 88% of the time; the S&P 500 on those same days, with Treasury bills otherwise, made $13,612 (+20.4% a year), and held throughout $13,371 (+19.1%).

$0$5.0k$10.0k$15.0k 20252026 $18.5k$13.6k$13.4k
Copying Flywire Corp's insidersS&P 500, same days investedS&P 500, held throughout $10,000 copying every open-market purchase by Flywire Corp's insiders from March 4, 2025, before costs and taxes, marked weekly. Uninvested money earns the Treasury bill rate; the portfolio held shares 88% of the time.
Flywire Corp: each insider's record
InsiderRolePurchases12 months after their purchasesBeat the S&P 500Sales12 months after their salesLatest report
Natauri Jo Director 0 — — 34 +16.0% (34) December 14, 2022
King David R. Chief Technology Officer 0 — — 9 −54.7% (9) September 9, 2024
Goldman Sachs Group Inc Director 0 — — 8 +7.1% (8) December 14, 2022
Butterfield Peter General Counsel and CCO 0 — — 7 −54.5% (7) September 9, 2024
Goldman Sachs Psi Global Holdings, LLC Director 0 — — 7 +22.3% (7) December 2, 2022
Harris Matthew C Director 0 — — 7 −30.6% (7) June 16, 2023
Massaro Michael Chief Executive Officer 0 — — 7 −54.5% (7) September 9, 2024
Orgel Rob President and COO 0 — — 7 −54.5% (7) September 9, 2024
Santos Edwin J Director 0 — — 7 −22.5% (5) June 10, 2026
Stonebridge 2020 Offshore Holdings II, L.P. Director 0 — — 7 +13.0% (7) December 8, 2022
Bridge Street Opportunity Advisors, L.L.C. Director 0 — — 5 +14.1% (5) November 23, 2022
Goldman Sachs & Co. LLC Director 0 — — 4 +46.0% (4) November 17, 2022
Voss Value Master Fund, LP 10% owner 2 — — 2 — August 26, 2026
Riese Phillip John Director 0 — — 3 −71.8% (2) August 11, 2026
Stonebridge 2020, L.P. Director 0 — — 3 −4.7% (3) December 12, 2022
Finkelstein Alex Director 0 — — 2 −44.3% (2) May 15, 2023
Agarwal Ajay 10% owner 0 — — 1 −11.2% (1) December 5, 2022
Ellis Michael G Chief Financial Officer 0 — — 1 −74.3% (1) July 7, 2023
Howard Gretchen Director 1 +5.3% (1) 100% 0 — March 3, 2025
Voss Capital, LP 10% owner 0 — — 1 — August 28, 2026
Voss Value-Oriented Special Situations Fund, LP 10% owner 0 — — 1 — September 1, 2026

Moves are the shares’ return including dividends minus the S&P 500’s, from the close on the first trading day after each report; the number of trades with a finished 12-month window is in brackets. Green means the trade went the insider’s way (a purchase ahead of the index, a sale followed by the shares trailing it). A trade reported both by a director or officer and by a fund or company they are linked to counts once here, under the person. Purchases count only where the share price actually traded was at least $5. These figures describe what the shares did, not why anyone traded. Insiders across all companies.

When several insiders traded Flywire Corp

Months when 2 or more insiders became net buyers, or 3 or more net sellers, of Flywire Corp in reports dated in the 91 days before the month end, and how the stock did against the S&P 500 from that month end. After 4 selling crowds, −24.9%. One company's history is too short to judge by; the test across every company is the better guide.

MonthCrowd3 months on, vs S&P 5006 months12 months
August 31, 20264 sellingnot yetnot yetnot yet
December 29, 20234 selling−7.6%−47.5%−35.8%
May 31, 20234 selling+4.0%−33.0%−70.9%
May 31, 20224 selling+32.6%+9.8%+54.9%
December 31, 20213 selling−12.8%−28.8%−18.6%

Colours show whether the crowd was right: green when buyers were followed by a rise above the index, or sellers by a fall below it. Total returns from the month end; past patterns are not a forecast.

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