Flywire Corp (FLYW)

Flywire Corp experienced significant insider trading activity over the past ninety days, totaling thirty-eight transactions. Insiders offloaded shares valued at approximately 27.5 million dollars, with no recorded purchases. These divestments follow the company's recent earnings report, which missed expectations. Key executives and institutional holders participated in these planned sales as the stock trades near yearly highs.
Ticker: FLYW Exchange: NSM


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Insider trades have triggered activity signals for Flywire Corp. Upgrade to see score, net flow, insiders and the full signal context.

Top insiders
Trades
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
3.5
King David R. See Remarks Officer
Transaction date
Sale
Price
121.45
Quantity 26,296 -35.2%
Value US$3,546,195
3.5
David R. King Officer Officer
Transaction date
Proposed sale
Price
400.42
Quantity 50,553
Value US$4,977,709
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
418.52
Quantity 97,640 -23.0%
Value US$2,732,852
3.9
Peter T Butterfield Officer Officer
Transaction date
Proposed sale
Price
18.37
Quantity 1,000
Value US$100,000
Kansal Mohit Chief Payments Officer Officer
Transaction date
Planned sale
Price
18.69
Quantity 1,000 -2.5%
Value US$100,000
Kansal Mohit Officer Officer
Transaction date
Proposed sale
Price
17.89
Quantity 1,000
Value US$100,000
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
18.39
Quantity 1,000 -4.5%
Value US$100,000
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.78
Quantity 1,000 -0.1%
Value US$100,000
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.78
Quantity 1,000 -0.3%
Value US$100,000
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.92
Quantity 91,931 -0.8%
Value US$1,738,875
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.91
Quantity 1,996 -0.5%
Value US$37,754
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.99
Quantity 25,539 -0.2%
Value US$485,108
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.99
Quantity 555 -0.2%
Value US$10,542
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
19.19
Quantity 169,295 -1.5%
Value US$3,249,465
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
19.19
Quantity 3,678 -1.0%
Value US$70,596
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
19.49
Quantity 99,146 -0.9%
Value US$1,932,217
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
19.49
Quantity 2,154 -0.6%
Value US$41,979
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.86
Quantity 25,000 -0.2%
Value US$471,488
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.40
Quantity 18,553 -0.2%
Value US$341,305
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.24
Quantity 10,947 -0.1%
Value US$199,638
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.40
Quantity 15,724 -0.7%
Value US$289,262
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.40
Quantity 15,723 -0.7%
Value US$289,243
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.24
Quantity 9,276 -0.4%
Value US$169,165
2.7
Voss Capital, LP Large shareholder
Transaction date
Sale
Price
18.24
Quantity 9,277 -0.4%
Value US$169,183
3.8
Riese Phillip John Non-Executive Director
Transaction date
Sale
Price
18.22
Quantity 36,000 -12.2%
Value US$656,032
3.8
Riese Phillip John Non-Executive Director
Transaction date
Sale
Price
18.22
Quantity 36,000 -12.2%
Value US$656,032
3.8
Riese Phillip John Director Non-Executive Director
Transaction date
Proposed sale
Price
18.22
Quantity 36,000
Value US$656,032
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
18.20
Quantity 32,328 -1.3%
Value US$588,295
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
18.62
Quantity 92,672 -3.5%
Value US$1,725,729
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
18.06
Quantity 31,096 -4.8%
Value US$561,463
3.9
Peter T Butterfield Officer Officer
Transaction date
Proposed sale
Price
18.00
Quantity 32,576
Value US$586,368
Kansal Mohit Chief Payments Officer Officer
Transaction date
Planned sale
Price
16.96
Quantity 3,650 -0.7%
Value US$61,904
Kansal Mohit Officer Officer
Transaction date
Proposed sale
Price
16.96
Quantity 3,650
Value US$61,904
Kansal Mohit Chief Payments Officer Officer
Transaction date
Planned sale
Price
15.15
Quantity 54,543 -9.8%
Value US$826,594
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
15.26
Quantity 50,000 -1.8%
Value US$762,940
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
15.08
Quantity 6,528 -1.0%
Value US$98,420
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
15.08
Quantity 6,528 -1.0%
Value US$98,420
4.0
Michael P. Massaro Officer Officer
Transaction date
Proposed sale
Price
15.31
Quantity 287,500
Value US$4,401,625
Kansal Mohit Officer Officer
Transaction date
Proposed sale
Price
15.15
Quantity 54,543
Value US$826,591
3.3
Santos Edwin J Non-Executive Director
Transaction date
Sale
Price
14.12
Quantity 6,524 -36.1%
Value US$92,123
3.3
Santos Edwin J Director Non-Executive Director
Transaction date
Proposed sale
Price
14.12
Quantity 6,524
Value US$92,123
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
14.40
Quantity 6,188 -0.9%
Value US$89,113
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
14.40
Quantity 6,188 -0.9%
Value US$89,113
3.9
Peter T Butterfield Officer Officer
Transaction date
Proposed sale
Price
14.55
Quantity 12,716
Value US$185,018
3.9
Peter T Butterfield Officer Officer
Transaction date
Proposed sale
Price
14.55
Quantity 12,716
Value US$185,018
3.3
Santos Edwin J Non-Executive Director
Transaction date
Sale
Price
14.69
Quantity 10,466 -36.7%
Value US$153,714
3.3
Santos Edwin J Director Non-Executive Director
Transaction date
Proposed sale
Price
14.69
Quantity 10,466
Value US$153,714
3.8
Riese Phillip John Non-Executive Director
Transaction date
Planned sale
Price
16.18
Quantity 200 -0.1%
Value US$3,236
3.8
Riese Phillip John Non-Executive Director
Transaction date
Planned sale
Price
15.39
Quantity 4,800 -2.0%
Value US$73,894
3.8
Riese Phillip John Director Non-Executive Director
Transaction date
Proposed sale
Price
16.35
Quantity 5,000
Value US$81,750
3.4
Orgel Rob President and COO Officer
Transaction date
Planned sale
Price
17.00
Quantity 178,980 -15.7%
Value US$3,042,660
3.4
Orgel Rob Officer Officer
Transaction date
Proposed sale
Price
17.00
Quantity 178,980
Value US$3,042,660
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Planned sale
Price
18.02
Quantity 1,480 -0.2%
Value US$26,664
3.9
Peter T Butterfield Affiliate
Transaction date
Proposed sale
Price
18.01
Quantity 32,576
Value US$586,693
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
16.62
Quantity 38,170 -1.4%
Value US$634,496
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
15.65
Quantity 11,830 -0.4%
Value US$185,190
3.8
Riese Phillip John Non-Executive Director
Transaction date
Planned sale
Price
17.50
Quantity 14,820 -5.9%
Value US$259,372
3.8
Riese Phillip John Non-Executive Director
Transaction date
Planned sale
Price
16.73
Quantity 17,806 -6.7%
Value US$297,955
3.8
Riese Phillip John Non-Executive Director
Transaction date
Planned sale
Price
15.54
Quantity 5,295 -1.9%
Value US$82,271
0.6
Pitigoi Cosmin Chief Financial Officer Officer
Transaction date
Planned sale
Price
17.38
Quantity 35,000 -3.8%
Value US$608,174
Kansal Mohit Chief Payments Officer Officer
Transaction date
Planned sale
Price
15.90
Quantity 16,101 -2.8%
Value US$256,006
0.6
Pitigoi Cosmin Officer Officer
Transaction date
Proposed sale
Price
17.38
Quantity 35,000
Value US$608,174
3.8
Riese Phillip John Director Non-Executive Director
Transaction date
Proposed sale
Price
16.87
Quantity 37,921
Value US$639,598
Kansal Mohit Officer Officer
Transaction date
Proposed sale
Price
15.90
Quantity 16,101
Value US$256,006
0.6
Pitigoi Cosmin Chief Financial Officer Officer
Transaction date
Sale
Price
14.00
Quantity 30,000 -3.1%
Value US$420,000
0.6
Pitigoi Cosmin Officer Officer
Transaction date
Proposed sale
Price
14.00
Quantity 30,000
Value US$420,000
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Sale
Price
13.05
Quantity 9,009 -1.7%
Value US$117,543
3.9
Peter Butterfield Officer Officer
Transaction date
Proposed sale
Price
12.85
Quantity 9,009
Value US$115,765
4.0
Massaro Michael Chief Executive Officer Executive Director
Transaction date
Planned sale
Price
12.31
Quantity 150,000 -4.9%
Value US$1,846,140
4.0
Michael P. Massaro Officer Officer
Transaction date
Proposed sale
Price
12.43
Quantity 262,500
Value US$3,262,875
2.7
Voss Capital, LP Large shareholder
Transaction date
Purchase
Price
10.99
Quantity 25,000 +1.1%
Value US$274,795
3.9
Butterfield Peter General Counsel and CCO Officer
Transaction date
Sale
Price
15.01
Quantity 13,327 -3.4%
Value US$200,073
3.8
Riese Phillip John Non-Executive Director
Transaction date
Sale
Price
15.08
Quantity 16,612 -6.6%
Value US$250,559
3.9
Peter Butterfield Officer Officer
Transaction date
Proposed sale
Price
15.00
Quantity 13,327
Value US$199,905
3.8
Riese Phillip John Director Non-Executive Director
Transaction date
Proposed sale
Price
15.08
Quantity 16,612
Value US$250,559
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value
Number of shares Price Value Details
2026-09-15 2026-09-11 S Sale

See Remarks

Officer
26,296 -35.2%
121.45
US$3,546,195
26,296 -35.2% 121.45 US$3,546,195
2026-09-11 2026-09-11 PrS Proposed sale

Officer

Officer
50,553
400.42
US$4,977,709
50,553 400.42 US$4,977,709
2026-09-10 2026-09-08 PlS Planned sale

General Counsel and CCO

Officer
97,640 -23.0%
418.52
US$2,732,852
97,640 -23.0% 418.52 US$2,732,852
2026-09-08 2026-09-08 PrS Proposed sale

Officer

Officer
1,000
18.37
US$100,000
1,000 18.37 US$100,000
2026-09-03 2026-09-02 PlS Planned sale

Chief Payments Officer

Officer
1,000 -2.5%
18.69
US$100,000
1,000 -2.5% 18.69 US$100,000
2026-09-02 2026-09-02 PrS Proposed sale

Officer

Officer
1,000
17.89
US$100,000
1,000 17.89 US$100,000
2026-09-03 2026-09-01 PlS Planned sale

Chief Executive Officer

Executive Director
1,000 -4.5%
18.39
US$100,000
1,000 -4.5% 18.39 US$100,000
2026-09-01 2026-08-28 S Sale Large shareholder
1,000 -0.1%
18.78
US$100,000
1,000 -0.1% 18.78 US$100,000
2026-09-01 2026-08-28 S Sale Large shareholder
1,000 -0.3%
18.78
US$100,000
1,000 -0.3% 18.78 US$100,000
2026-08-28 2026-08-27 S Sale Large shareholder
91,931 -0.8%
18.92
US$1,738,875
91,931 -0.8% 18.92 US$1,738,875
2026-08-28 2026-08-27 S Sale Large shareholder
1,996 -0.5%
18.91
US$37,754
1,996 -0.5% 18.91 US$37,754
2026-08-28 2026-08-26 S Sale Large shareholder
25,539 -0.2%
18.99
US$485,108
25,539 -0.2% 18.99 US$485,108
2026-08-28 2026-08-26 S Sale Large shareholder
555 -0.2%
18.99
US$10,542
555 -0.2% 18.99 US$10,542
2026-08-26 2026-08-25 S Sale Large shareholder
169,295 -1.5%
19.19
US$3,249,465
169,295 -1.5% 19.19 US$3,249,465
2026-08-26 2026-08-25 S Sale Large shareholder
3,678 -1.0%
19.19
US$70,596
3,678 -1.0% 19.19 US$70,596
2026-08-26 2026-08-24 S Sale Large shareholder
99,146 -0.9%
19.49
US$1,932,217
99,146 -0.9% 19.49 US$1,932,217
2026-08-26 2026-08-24 S Sale Large shareholder
2,154 -0.6%
19.49
US$41,979
2,154 -0.6% 19.49 US$41,979
2026-08-20 2026-08-19 S Sale Large shareholder
25,000 -0.2%
18.86
US$471,488
25,000 -0.2% 18.86 US$471,488
2026-08-20 2026-08-18 S Sale Large shareholder
18,553 -0.2%
18.40
US$341,305
18,553 -0.2% 18.40 US$341,305
2026-08-20 2026-08-18 S Sale Large shareholder
10,947 -0.1%
18.24
US$199,638
10,947 -0.1% 18.24 US$199,638
2026-08-20 2026-08-18 S Sale Large shareholder
15,724 -0.7%
18.40
US$289,262
15,724 -0.7% 18.40 US$289,262
2026-08-20 2026-08-18 S Sale Large shareholder
15,723 -0.7%
18.40
US$289,243
15,723 -0.7% 18.40 US$289,243
2026-08-20 2026-08-18 S Sale Large shareholder
9,276 -0.4%
18.24
US$169,165
9,276 -0.4% 18.24 US$169,165
2026-08-20 2026-08-18 S Sale Large shareholder
9,277 -0.4%
18.24
US$169,183
9,277 -0.4% 18.24 US$169,183
2026-08-11 2026-08-07 S Sale Non-Executive Director
36,000 -12.2%
18.22
US$656,032
36,000 -12.2% 18.22 US$656,032
2026-08-11 2026-08-07 S Sale Non-Executive Director
36,000 -12.2%
18.22
US$656,032
36,000 -12.2% 18.22 US$656,032
2026-08-07 2026-08-07 PrS Proposed sale

Director

Non-Executive Director
36,000
18.22
US$656,032
36,000 18.22 US$656,032
2026-07-20 2026-07-17 PlS Planned sale

Chief Executive Officer

Executive Director
32,328 -1.3%
18.20
US$588,295
32,328 -1.3% 18.20 US$588,295
2026-07-20 2026-07-16 PlS Planned sale

Chief Executive Officer

Executive Director
92,672 -3.5%
18.62
US$1,725,729
92,672 -3.5% 18.62 US$1,725,729
2026-07-06 2026-07-01 PlS Planned sale

General Counsel and CCO

Officer
31,096 -4.8%
18.06
US$561,463
31,096 -4.8% 18.06 US$561,463
2026-07-01 2026-07-01 PrS Proposed sale

Officer

Officer
32,576
18.00
US$586,368
32,576 18.00 US$586,368
2026-06-29 2026-06-25 PlS Planned sale

Chief Payments Officer

Officer
3,650 -0.7%
16.96
US$61,904
3,650 -0.7% 16.96 US$61,904
2026-06-25 2026-06-25 PrS Proposed sale

Officer

Officer
3,650
16.96
US$61,904
3,650 16.96 US$61,904
2026-06-17 2026-06-15 PlS Planned sale

Chief Payments Officer

Officer
54,543 -9.8%
15.15
US$826,594
54,543 -9.8% 15.15 US$826,594
2026-06-17 2026-06-15 PlS Planned sale

Chief Executive Officer

Executive Director
50,000 -1.8%
15.26
US$762,940
50,000 -1.8% 15.26 US$762,940
2026-06-17 2026-06-15 PlS Planned sale

General Counsel and CCO

Officer
6,528 -1.0%
15.08
US$98,420
6,528 -1.0% 15.08 US$98,420
2026-06-17 2026-06-15 PlS Planned sale

General Counsel and CCO

Officer
6,528 -1.0%
15.08
US$98,420
6,528 -1.0% 15.08 US$98,420
2026-06-15 2026-06-15 PrS Proposed sale

Officer

Officer
287,500
15.31
US$4,401,625
287,500 15.31 US$4,401,625
2026-06-15 2026-06-15 PrS Proposed sale

Officer

Officer
54,543
15.15
US$826,591
54,543 15.15 US$826,591
2026-06-10 2026-06-08 S Sale Non-Executive Director
6,524 -36.1%
14.12
US$92,123
6,524 -36.1% 14.12 US$92,123
2026-06-08 2026-06-08 PrS Proposed sale

Director

Non-Executive Director
6,524
14.12
US$92,123
6,524 14.12 US$92,123
2026-06-09 2026-06-05 PlS Planned sale

General Counsel and CCO

Officer
6,188 -0.9%
14.40
US$89,113
6,188 -0.9% 14.40 US$89,113
2026-06-09 2026-06-05 PlS Planned sale

General Counsel and CCO

Officer
6,188 -0.9%
14.40
US$89,113
6,188 -0.9% 14.40 US$89,113
2026-06-05 2026-06-05 PrS Proposed sale

Officer

Officer
12,716
14.55
US$185,018
12,716 14.55 US$185,018
2026-06-05 2026-06-05 PrS Proposed sale

Officer

Officer
12,716
14.55
US$185,018
12,716 14.55 US$185,018
2026-06-08 2026-06-04 S Sale Non-Executive Director
10,466 -36.7%
14.69
US$153,714
10,466 -36.7% 14.69 US$153,714
2026-06-04 2026-06-04 PrS Proposed sale

Director

Non-Executive Director
10,466
14.69
US$153,714
10,466 14.69 US$153,714
2026-06-04 2026-06-02 PlS Planned sale Non-Executive Director
200 -0.1%
16.18
US$3,236
200 -0.1% 16.18 US$3,236
2026-06-04 2026-06-02 PlS Planned sale Non-Executive Director
4,800 -2.0%
15.39
US$73,894
4,800 -2.0% 15.39 US$73,894
2026-06-02 2026-06-02 PrS Proposed sale

Director

Non-Executive Director
5,000
16.35
US$81,750
5,000 16.35 US$81,750
2026-06-03 2026-06-01 PlS Planned sale

President and COO

Officer
178,980 -15.7%
17.00
US$3,042,660
178,980 -15.7% 17.00 US$3,042,660
2026-06-01 2026-06-01 PrS Proposed sale

Officer

Officer
178,980
17.00
US$3,042,660
178,980 17.00 US$3,042,660
2026-05-11 2026-05-07 PlS Planned sale

General Counsel and CCO

Officer
1,480 -0.2%
18.02
US$26,664
1,480 -0.2% 18.02 US$26,664
2026-05-07 2026-05-07 PrS Proposed sale

Affiliate

32,576
18.01
US$586,693
32,576 18.01 US$586,693
2026-05-08 2026-05-06 PlS Planned sale

Chief Executive Officer

Executive Director
38,170 -1.4%
16.62
US$634,496
38,170 -1.4% 16.62 US$634,496
2026-05-08 2026-05-06 PlS Planned sale

Chief Executive Officer

Executive Director
11,830 -0.4%
15.65
US$185,190
11,830 -0.4% 15.65 US$185,190
2026-05-08 2026-05-06 PlS Planned sale Non-Executive Director
14,820 -5.9%
17.50
US$259,372
14,820 -5.9% 17.50 US$259,372
2026-05-08 2026-05-06 PlS Planned sale Non-Executive Director
17,806 -6.7%
16.73
US$297,955
17,806 -6.7% 16.73 US$297,955
2026-05-08 2026-05-06 PlS Planned sale Non-Executive Director
5,295 -1.9%
15.54
US$82,271
5,295 -1.9% 15.54 US$82,271
2026-05-08 2026-05-06 PlS Planned sale

Chief Financial Officer

Officer
35,000 -3.8%
17.38
US$608,174
35,000 -3.8% 17.38 US$608,174
2026-05-08 2026-05-06 PlS Planned sale

Chief Payments Officer

Officer
16,101 -2.8%
15.90
US$256,006
16,101 -2.8% 15.90 US$256,006
2026-05-06 2026-05-06 PrS Proposed sale

Officer

Officer
35,000
17.38
US$608,174
35,000 17.38 US$608,174
2026-05-06 2026-05-06 PrS Proposed sale

Director

Non-Executive Director
37,921
16.87
US$639,598
37,921 16.87 US$639,598
2026-05-06 2026-05-06 PrS Proposed sale

Officer

Officer
16,101
15.90
US$256,006
16,101 15.90 US$256,006
2026-04-23 2026-04-21 S Sale

Chief Financial Officer

Officer
30,000 -3.1%
14.00
US$420,000
30,000 -3.1% 14.00 US$420,000
2026-04-21 2026-04-21 PrS Proposed sale

Officer

Officer
30,000
14.00
US$420,000
30,000 14.00 US$420,000
2026-03-09 2026-03-05 S Sale

General Counsel and CCO

Officer
9,009 -1.7%
13.05
US$117,543
9,009 -1.7% 13.05 US$117,543
2026-03-05 2026-03-05 PrS Proposed sale

Officer

Officer
9,009
12.85
US$115,765
9,009 12.85 US$115,765
2026-03-04 2026-03-02 PlS Planned sale

Chief Executive Officer

Executive Director
150,000 -4.9%
12.31
US$1,846,140
150,000 -4.9% 12.31 US$1,846,140
2026-03-02 2026-03-02 PrS Proposed sale

Officer

Officer
262,500
12.43
US$3,262,875
262,500 12.43 US$3,262,875
2026-02-18 2026-02-13 B Purchase Large shareholder
25,000 +1.1%
10.99
US$274,795
25,000 +1.1% 10.99 US$274,795
2026-01-09 2026-01-07 S Sale

General Counsel and CCO

Officer
13,327 -3.4%
15.01
US$200,073
13,327 -3.4% 15.01 US$200,073
2026-01-09 2026-01-07 S Sale Non-Executive Director
16,612 -6.6%
15.08
US$250,559
16,612 -6.6% 15.08 US$250,559
2026-01-07 2026-01-07 PrS Proposed sale

Officer

Officer
13,327
15.00
US$199,905
13,327 15.00 US$199,905
2026-01-07 2026-01-07 PrS Proposed sale

Director

Non-Executive Director
16,612
15.08
US$250,559
16,612 15.08 US$250,559