FLYW Flywire Corporation

NASDAQ
$17.87

Flywire Corporation (FLYW) Insider Activity

What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.

30D 90D 6M 1Y
Insider signal Bearish Selling ran elevated versus FLYW's own trailing one-year pace, with 47% of sale value under a prearranged plan.
Cluster activity 0 buyers in the last 30 days 0 buyers in the last 90 days 5 sellers in the last 90 days
Insiders buying
0
0 transactions
Insiders selling
8
41 transactions
Purchases
$0
0 shares
Sales
$22.1M
1,240,195 shares
Net activity
-$22.1M
purchases less sales

How much of that selling was preplanned? 47% planned / 53% discretionary

10b5-1 plan sales $10.4M 20 transactions · 613,643 shares
Discretionary sales $11.7M 21 transactions · 626,552 shares

Largest single sale: $3.2M.

Where they traded

Buy Sell Dot area is proportional to transaction value.

Last open-market purchase: February 13, 2026 .

Recent open-market activity

Date Insider Role Action Shares Price Value Held after
Butterfield Peter General Counsel and CCO Sell 10b5-1 12,156 $17.99 $218.6K 601,022 −2% of holding
2 fills Sell 44,768 $18.78 $840.8K 11,077,084 −0.4% of holding
2 fills Sell 93,927 $18.91 $1.8M 11,114,089 −0.8% of holding
2 fills Sell 26,094 $18.99 $495.7K 11,206,020 −0.2% of holding
2 fills Sell 172,973 $19.19 $3.3M 11,231,559 −1.5% of holding
2 fills Sell 101,300 $19.49 $2.0M 11,400,854 −0.9% of holding
Sell 25,000 $18.86 $471.5K 11,500,000 −0.2% of holding
6 fills Sell 79,500 $18.34 $1.5M 11,543,553 −0.7% of holding
Riese Phillip John Director Sell 36,000 $18.22 $656.0K 258,051 −12.2% of holding
Massaro Michael Chief Executive Officer Sell 10b5-1 32,328 $18.20 $588.3K 2,553,051 −1.3% of holding
Massaro Michael Chief Executive Officer Sell 10b5-1 92,672 $18.62 $1.7M 2,585,379 −3.5% of holding
Butterfield Peter General Counsel and CCO Sell 10b5-1 31,096 $18.06 $561.5K 621,056 −4.8% of holding
Kansal Mohit Chief Payments Officer Sell 10b5-1 3,650 $16.96 $61.9K 500,670 −0.7% of holding
Kansal Mohit Chief Payments Officer Sell 10b5-1 54,543 $15.15 $826.6K 504,320 −9.8% of holding
Massaro Michael Chief Executive Officer Sell 10b5-1 50,000 $15.26 $762.9K 2,678,051 −1.8% of holding
Butterfield Peter General Counsel and CCO Sell 10b5-1 6,528 $15.08 $98.4K 652,152 −1% of holding
Santos Edwin J Director Sell 6,524 $14.12 $92.1K 11,558 −36.1% of holding
Butterfield Peter General Counsel and CCO Sell 10b5-1 6,188 $14.40 $89.1K 658,680 −0.9% of holding
Santos Edwin J Director Sell 10,466 $14.69 $153.7K 18,082 −36.7% of holding
Riese Phillip John 2 fills Director Sell 10b5-1 5,000 $15.43 $77.1K 234,693 −2.1% of holding
Orgel Rob President and COO Sell 10b5-1 178,980 $17.00 $3.0M 959,061 −15.7% of holding
Butterfield Peter General Counsel and CCO Sell 10b5-1 1,480 $18.02 $26.7K 671,482 −0.2% of holding
Massaro Michael 2 fills Chief Executive Officer Sell 10b5-1 50,000 $16.39 $819.7K 2,804,205 −1.8% of holding
Riese Phillip John 3 fills Director Sell 10b5-1 37,921 $16.87 $639.6K 267,119 −12.4% of holding
Pitigoi Cosmin Chief Financial Officer Sell 10b5-1 35,000 $17.38 $608.2K 897,138 −3.8% of holding
Kansal Mohit Chief Payments Officer Sell 10b5-1 16,101 $15.90 $256.0K 567,794 −2.8% of holding
Pitigoi Cosmin Chief Financial Officer Sell 30,000 $14.00 $420.0K 932,138 −3.1% of holding

Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.