Flywire Stock Insider Power

Based on the 100 latest insides trades, we have calculated the insider power to be negative at -42.66. In total, the insiders bought 3.45M and sold 1.65M FLYW shares in the last 100 trades. The insider score can be negative despite buy/sell ratio being positive. The score focuses on the quality of the trades.

Insider Power

(Last 100 transactions)
-42.66
Buy 3.45M shares
Sell 1.65M shares
46% Buy Activity
Strong Negative Correlation
Sell Signal Medium Confidence
Jul 16, 2026

Analysis Breakdown:

  • Supported by a negative Insider Power Score of -42.66.
  • Partially supported by a negative historical correlation.
  • Confidence increased due to high data reliability score of 100.

Historical Insider Trades

Date Type Person Role Amount
Jul 17, 2026
Sell
Voting Common Stock
S-Sale
Massaro Michael
Chief Executive Officer
CEO / President 32 328
Value: $588.3K
Jul 16, 2026
Sell
Voting Common Stock
S-Sale
Massaro Michael
Chief Executive Officer
CEO / President 92 672
Value: $1.73M
Jul 01, 2026
Sell
Voting Common Stock
S-Sale
Butterfield Peter
General Counsel And Cco
Officer 31 096
Value: $561.5K
Jun 30, 2026
Buy
Voting Common Stock
M-Exempt
King David R.
See Remarks
Officer 5 125
Value: $20.2K
Jun 30, 2026
Buy
Employee Stock Option (right to buy)
M-Exempt
King David R.
See Remarks
Officer 5 125
Value: $20.2K
Jun 25, 2026
Sell
Voting Common Stock
S-Sale
Kansal Mohit
Chief Payments Officer
Officer 3 650
Value: $61.9K
Jun 15, 2026
Sell
Voting Common Stock
S-Sale
Butterfield Peter
General Counsel And Cco
Officer 6 528
Value: $98.4K
Jun 15, 2026
Sell
Voting Common Stock
S-Sale
Massaro Michael
Chief Executive Officer
CEO / President 50 000
Value: $762.9K
Jun 15, 2026
Sell
Voting Common Stock
S-Sale
Kansal Mohit
Chief Payments Officer
Officer 54 543
Value: $826.6K
Jun 08, 2026
Sell
Voting Common Stock
S-Sale
Santos Edwin J
Director
Director 6 524
Value: $92.1K
Jun 05, 2026
Sell
Voting Common Stock
S-Sale
Butterfield Peter
General Counsel And Cco
Officer 6 188
Value: $89.1K
Jun 04, 2026
Sell
Voting Common Stock
S-Sale
Santos Edwin J
Director
Director 10 466
Value: $153.7K
Jun 02, 2026
Buy
Stock Option (right to buy)
M-Exempt
Riese Phillip John
Director
Director 5 000
Value: $3K
Jun 02, 2026
Sell
Voting Common Stock
S-Sale
Riese Phillip John
Director
Director 200
Value: $3K
Jun 02, 2026
Sell
Voting Common Stock
S-Sale
Riese Phillip John
Director
Director 4 800
Value: $73.9K
Jun 02, 2026
Buy
Voting Common Stock
M-Exempt
Riese Phillip John
Director
Director 5 000
Value: $3K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Riese Phillip John
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Harris Matthew C
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Finkelstein Alex
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Santos Edwin J
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Jaques Carleigh
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Offereins Diane E
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Howard Gretchen
Director
Director 11 558
Value: $175.0K
Jun 02, 2026
Buy
Voting Common Stock
A-Award
Katziff Christine
Director
Director 11 558
Value: $175.0K
May 07, 2026
Sell
Voting Common Stock
S-Sale
Butterfield Peter
General Counsel And Cco
Officer 1 480
Value: $26.7K

About Insider Power

Insider Power is a proprietary algorithm developed by StockInvest.us to evaluate the significance of insider transactions. The calculation considers the size, type, and timing of transactions, as well as the insider’s role within the company.

It is important to note that, in general, there is little to no correlation between insider transactions and short-term stock price movements. In one of our studies, only 0.22%* of stocks with insider activity showed a measurable correlation — and even then, it was unclear whether the effect was caused by insider actions or simply by the stock’s broader trend.

While our algorithms are designed to highlight potentially meaningful signals, these cannot be regarded as statistically significant on their own. Insider trading activity should therefore be seen as informative rather than as direct trading guidance. The Insider Power metric was created to present this information in a clearer and more accessible way, helping investors better understand the possible context of insider activity.

* October 6th, 2025 - Tested on 5562 stocks

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ABOUT FLYWIRE CORPORATION
Flywire
Flywire Corporation, together with its subsidiaries, operates as a payment enablement and software company in the United States, Canada, and the United Kingdom, and internationally. Its payment platform and network, and vertical-specific software help clients to get paid and help their customers to pay. The company's platform facilitates payment flows across multiple currencies, payment types, and payment options; and provides direct connections ...
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