Insider Trading activities at Flywire Corp (FLYW)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Flywire Corp (FLYW) since 2021 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Flywire Corp. Table 2 shows the detailed insider transactions. This company's CIK number is 1580560.

Total stock buying since 2021: $97,236.
Total stock sales since 2021: $2,739,826,660.
Total stock option exercises since 2021: $66,356,704.


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16 insiders reported insider trading activities at Flywire Corp (FLYW):
Insider trading activities of Finkelstein Alex
Insider trading activities of Riese Phillip John
Insider trading activities of Harris Matthew C
Insider trading activities of Santos Edwin J
Insider trading activities of Bcip Venture Associates Ii-b, Lp
Insider trading activities of Salem Enrique T
Insider trading activities of Natauri Jo
Insider trading activities of Agarwal Ajay
Insider trading activities of Bridge Street Opportunity Advisors, L.l.c.
Insider trading activities of Butterfield Peter
Insider trading activities of Massaro Michael
Insider trading activities of Howard Gretchen
Insider trading activities of Orgel Rob
Insider trading activities of Ellis Michael G
Insider trading activities of King David R.
Insider trading activities of Bcip Venture Associates-b

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at Flywire Corp (FLYW).
Insider Buying Insider Sales Option Exercises
Year Shares Value Shares Value Shares Value
2025 8,889 $97,236 15,086 $153,878 90 $31
2024 0 $0 516,612 $12,840,642 231,896 $225,063
2023 0 $0 17,083,684 $505,976,877 1,697,315 $64,731,200
2022 0 $0 24,049,200 $533,001,688 567,505 $1,110,690
2021 0 $0 972,336 $1,687,853,575 88,200 $289,720

Table 2. Monthly summary of insider trading at Flywire Corp (FLYW).
Trading Period Insider Buying Insider Sales Option Exercises
year-month Shares Value Shares Value Shares Value
2025-06 0 $0 9,563 $98,212 0 $0
2025-03 0 $0 5,523 $55,666 90 $31
2025-02 8,889 $97,236 0 $0 0 $0
2024-12 0 $0 4,760 $98,451 0 $0
2024-09 0 $0 39,359 $694,706 0 $0
2024-08 0 $0 16,369 $301,971 0 $0
2024-07 0 $0 0 $0 3,750 $14,812
2024-06 0 $0 32,434 $545,653 0 $0
2024-05 0 $0 0 $0 199,490 $97,074
2024-04 0 $0 17,935 $431,785 0 $0
2024-03 0 $0 394,255 $10,483,880 0 $0
2024-02 0 $0 8,000 $213,111 8,000 $31,586
2024-01 0 $0 3,500 $71,085 20,656 $81,591
2023-12 0 $0 27,001 $634,044 988,829 $1,173,327
2023-11 0 $0 0 $0 140,298 $188,256
2023-10 0 $0 66,352 $1,937,334 31,132 $122,937
2023-09 0 $0 124,703 $4,091,269 50,707 $177,515
2023-08 0 $0 134,510 $4,147,197 161,982 $471,962
2023-07 0 $0 138,125 $4,382,462 104,958 $142,222
2023-06 0 $0 402,409 $12,694,022 13,206 $45,084
2023-05 0 $0 15,662,836 $463,541,654 82,582 $311,001
2023-04 0 $0 123,961 $3,617,382 72,307 $61,949,361
2023-03 0 $0 173,508 $4,646,854 18,850 $71,865
2023-02 0 $0 166,378 $4,639,669 12,862 $26,663

Table 3. Detailed insider trading at Flywire Corp (FLYW)
  Trade Date   Insider Name Trade Type     Shares       Price ($)   Value ($)
2025-06-09 Butterfield Peter (General Counsel and CCO) Sale 9,563 10.27 98,212
2025-03-10 Butterfield Peter (General Counsel and CCO) Sale 5,523 10.08 55,666
2025-03-03 Butterfield Peter (General Counsel and CCO) Option Ex 90 .35 31
2025-02-27 Howard Gretchen Buy 8,889 10.94 97,236
2024-12-10 Butterfield Peter (General Counsel and CCO) Sale 4,760 20.68 98,451
2024-09-09 Butterfield Peter (General Counsel and CCO) Sale 4,747 17.29 82,094
2024-09-05 King David R. (Chief Technology Officer) Sale 3,504 17.31 60,668
2024-09-05 Butterfield Peter (General Counsel and CCO) Sale 1,335 17.31 23,114
2024-09-05 Massaro Michael (Chief Executive Officer) Sale 7,646 17.31 132,382
2024-09-05 Orgel Rob (President and COO) Sale 3,824 17.31 66,208
2024-09-03 King David R. (Chief Technology Officer) Sale 3,353 18.04 60,498
2024-09-03 Butterfield Peter (General Counsel and CCO) Sale 1,769 18.04 31,918
2024-09-03 Massaro Michael (Chief Executive Officer) Sale 8,629 18.04 155,693
2024-09-03 Orgel Rob (President and COO) Sale 4,552 18.04 82,131
2024-08-09 Butterfield Peter (General Counsel and CCO) Sale 5,921 18.21 107,827
2024-08-08 Santos Edwin J Sale 10,448 18.58 194,144
2024-07-12 King David R. (Chief Technology Officer) Option Ex 3,750 3.95 14,812
2024-06-05 King David R. (Chief Technology Officer) Sale 3,496 16.69 58,351
2024-06-05 Butterfield Peter (General Counsel and CCO) Sale 824 16.69 13,753
2024-06-05 Massaro Michael (Chief Executive Officer) Sale 7,631 16.69 127,369
2024-06-05 Orgel Rob (President and COO) Sale 3,815 16.69 63,676
2024-06-03 King David R. (Chief Technology Officer) Sale 3,381 16.95 57,304
2024-06-03 Massaro Michael (Chief Executive Officer) Sale 8,698 16.95 147,422
2024-06-03 Orgel Rob (President and COO) Sale 4,589 16.95 77,778
2024-05-10 Butterfield Peter (General Counsel and CCO) Option Ex 84,452 .35 29,811
2024-05-08 King David R. (Chief Technology Officer) Option Ex 7,500 3.95 29,625
2024-05-03 Massaro Michael (Chief Executive Officer) Option Ex 107,538 .35 37,638
2024-04-03 Massaro Michael (Chief Executive Officer) Sale 17,935 24.07 431,785
2024-03-20 Massaro Michael (Chief Executive Officer) Sale 23,139 25.06 579,793
2024-03-19 Massaro Michael (Chief Executive Officer) Sale 68,533 25.11 1,721,206
2024-03-13 Riese Phillip John Sale 25,000 26.21 655,150
2024-03-12 Riese Phillip John Sale 50,000 26.41 1,320,650
2024-03-05 King David R. (Chief Technology Officer) Sale 7,004 27.18 190,332
2024-03-05 Butterfield Peter (General Counsel and CCO) Sale 1,650 27.18 44,838
2024-03-05 Massaro Michael (Chief Executive Officer) Sale 15,288 27.18 415,450
2024-03-05 Orgel Rob (President and COO) Sale 7,644 27.18 207,724
2024-03-04 King David R. (Chief Technology Officer) Sale 18,732 27.30 511,382
2024-03-04 Butterfield Peter (General Counsel and CCO) Sale 9,460 27.30 258,258
2024-03-04 Massaro Michael (Chief Executive Officer) Sale 57,644 27.30 1,573,680
2024-03-04 Orgel Rob (President and COO) Sale 34,300 27.30 936,390
2024-02-28 Butterfield Peter (General Counsel and CCO) Sale 4,500 31.16 140,206
2024-02-28 Butterfield Peter (General Counsel and CCO) Option Ex 4,500 3.95 17,761
2024-02-15 Ellis Michael G (Chief Financial Officer) Sale 3,500 20.83 72,905
2024-02-15 Ellis Michael G (Chief Financial Officer) Option Ex 3,500 3.95 13,825
2024-01-16 Ellis Michael G (Chief Financial Officer) Sale 3,500 20.31 71,085
2024-01-16 Ellis Michael G (Chief Financial Officer) Option Ex 3,500 3.95 13,825
2024-01-03 King David R. (Chief Technology Officer) Option Ex 17,156 3.95 67,766
2023-12-14 Massaro Michael (Chief Executive Officer) Option Ex 953,557 1.10 1,053,680
2023-12-08 Orgel Rob (President and COO) Option Ex 30,272 3.30 99,897
2023-12-06 Ellis Michael G (Chief Financial Officer) Sale 3,394 23.16 78,605
2023-12-05 King David R. (Chief Technology Officer) Sale 3,518 23.40 82,328
2023-12-05 Ellis Michael G (Chief Financial Officer) Sale 2,232 23.40 52,233
2023-12-05 Butterfield Peter (General Counsel and CCO) Sale 1,339 23.40 31,335
2023-12-05 Massaro Michael (Chief Executive Officer) Sale 7,679 23.40 179,703
2023-12-05 Orgel Rob (President and COO) Sale 3,839 23.40 89,840
2023-12-01 Ellis Michael G (Chief Financial Officer) Sale 5,000 24.00 120,000
2023-12-01 Ellis Michael G (Chief Financial Officer) Option Ex 5,000 3.95 19,750
2023-11-16 King David R. (Chief Technology Officer) Option Ex 15,000 3.95 59,250
2023-11-14 King David R. (Chief Technology Officer) Option Ex 7,888 3.95 31,157
2023-11-13 King David R. (Chief Technology Officer) Option Ex 15,681 3.95 61,939
2023-11-09 Ellis Michael G (Chief Financial Officer) Option Ex 101,729 .35 35,910
2023-10-27 King David R. (Chief Technology Officer) Option Ex 9,900 3.95 39,105
2023-10-18 Butterfield Peter (General Counsel and CCO) Sale 11,232 29.00 325,683
2023-10-18 Butterfield Peter (General Counsel and CCO) Option Ex 11,232 3.95 44,332
2023-10-18 Massaro Michael (Chief Executive Officer) Sale 10,749 29.02 311,989
2023-10-17 Massaro Michael (Chief Executive Officer) Sale 11,457 29.00 332,195
2023-10-13 Ellis Michael G (Chief Financial Officer) Sale 10,000 28.47 284,700
2023-10-13 Ellis Michael G (Chief Financial Officer) Option Ex 10,000 3.95 39,500
2023-10-05 Massaro Michael (Chief Executive Officer) Sale 11,457 29.76 340,914
2023-10-04 Massaro Michael (Chief Executive Officer) Sale 11,457 29.84 341,853
2023-09-19 Massaro Michael (Chief Executive Officer) Sale 11,457 30.20 346,001
2023-09-18 Massaro Michael (Chief Executive Officer) Sale 11,457 30.93 354,330
2023-09-15 Ellis Michael G (Chief Financial Officer) Sale 6,500 31.30 203,450
2023-09-15 Ellis Michael G (Chief Financial Officer) Option Ex 6,500 3.95 25,675
2023-09-06 Ellis Michael G (Chief Financial Officer) Sale 3,375 33.54 113,197
2023-09-06 Massaro Michael (Chief Executive Officer) Sale 11,457 33.40 382,698
2023-09-06 Orgel Rob (President and COO) Sale 39,005 33.12 1,292,040
2023-09-06 Orgel Rob (President and COO) Option Ex 35,000 3.30 115,500
2023-09-05 King David R. (Chief Technology Officer) Sale 3,548 33.75 119,737
2023-09-05 Ellis Michael G (Chief Financial Officer) Sale 2,251 33.75 75,966
2023-09-05 Butterfield Peter (General Counsel and CCO) Sale 12,583 33.73 424,474
2023-09-05 Butterfield Peter (General Counsel and CCO) Option Ex 9,207 3.95 36,340
2023-09-05 Massaro Michael (Chief Executive Officer) Sale 19,199 33.78 648,599
2023-09-05 Orgel Rob (President and COO) Sale 3,871 33.78 130,777
2023-08-30 Massaro Michael (Chief Executive Officer) Sale 11,457 32.99 377,920
2023-08-29 Massaro Michael (Chief Executive Officer) Sale 11,457 31.95 366,016
2023-08-21 Butterfield Peter (General Counsel and CCO) Option Ex 40,000 .35 14,120
2023-08-18 Butterfield Peter (General Counsel and CCO) Sale 11,232 30.80 345,911
2023-08-18 Butterfield Peter (General Counsel and CCO) Option Ex 11,232 3.95 44,332
2023-08-18 Massaro Michael (Chief Executive Officer) Sale 11,457 30.27 346,814
2023-08-17 Massaro Michael (Chief Executive Officer) Sale 11,457 30.70 351,764
2023-08-15 Ellis Michael G (Chief Financial Officer) Sale 75,000 30.29 2,271,675
2023-08-15 Ellis Michael G (Chief Financial Officer) Option Ex 75,000 3.95 296,250
2023-08-09 King David R. (Chief Technology Officer) Sale 2,450 35.55 87,097
2023-08-01 Massaro Michael (Chief Executive Officer) Option Ex 35,750 3.28 117,260
2023-07-27 Riese Phillip John Option Ex 70,096 .18 12,617
2023-07-18 Butterfield Peter (General Counsel and CCO) Sale 11,232 33.21 372,981
2023-07-18 Butterfield Peter (General Counsel and CCO) Option Ex 7,862 3.95 31,031
2023-07-17 King David R. (Chief Technology Officer) Sale 50,000 33.55 1,677,300
2023-07-13 Massaro Michael (Chief Executive Officer) Sale 11,457 30.96 354,674
2023-07-12 Ellis Michael G (Chief Financial Officer) Sale 12,000 30.26 363,168
2023-07-12 Ellis Michael G (Chief Financial Officer) Option Ex 12,000 3.28 39,324
2023-07-12 Massaro Michael (Chief Executive Officer) Sale 11,457 29.84 341,922
2023-07-05 Massaro Michael (Chief Executive Officer) Sale 11,457 29.93 342,919
2023-07-05 Orgel Rob (President and COO) Sale 19,065 30.17 575,191
2023-07-05 Orgel Rob (President and COO) Option Ex 15,000 3.95 59,250
2023-07-03 Massaro Michael (Chief Executive Officer) Sale 11,457 30.93 354,307
2023-06-16 Harris Matthew C (Director) Sale 242,386 31.42 7,615,040
2023-06-14 Massaro Michael (Chief Executive Officer) Sale 11,457 31.27 358,203
2023-06-13 King David R. (Chief Technology Officer) Sale 47,804 32.53 1,554,920
2023-06-13 Massaro Michael (Chief Executive Officer) Sale 11,457 32.31 370,221
2023-06-12 King David R. (Chief Technology Officer) Sale 1,200 32.51 39,010
2023-06-12 Ellis Michael G (Chief Financial Officer) Sale 12,000 32.17 386,040
2023-06-12 Ellis Michael G (Chief Financial Officer) Option Ex 7,807 3.28 25,583
2023-06-09 King David R. (Chief Technology Officer) Sale 996 32.51 32,380
2023-06-06 Massaro Michael (Chief Executive Officer) Sale 11,457 31.18 357,263
2023-06-05 King David R. (Chief Technology Officer) Sale 3,111 31.30 97,383
2023-06-05 Ellis Michael G (Chief Financial Officer) Sale 2,216 31.30 69,367
2023-06-05 Butterfield Peter (General Counsel and CCO) Sale 12,561 31.32 393,555
2023-06-05 Butterfield Peter (General Counsel and CCO) Option Ex 5,399 3.61 19,501
2023-06-05 Massaro Michael (Chief Executive Officer) Sale 19,079 31.17 594,193
2023-06-05 Orgel Rob (President and COO) Sale 3,811 31.30 119,295
2023-06-05 Santos Edwin J Sale 4,861 30.99 150,642
2023-06-01 Santos Edwin J Sale 9,062 30.49 276,318
2023-05-31 Massaro Michael (Chief Executive Officer) Sale 11,457 29.30 335,747
2023-05-30 Massaro Michael (Chief Executive Officer) Sale 11,457 29.66 339,871
2023-05-26 Harris Matthew C (Director) Sale 169,716 29.81 5,059,233
2023-05-23 King David R. (Chief Technology Officer) Sale 26,053 31.76 827,495
2023-05-22 King David R. (Chief Technology Officer) Sale 13,947 31.51 439,414
2023-05-18 Butterfield Peter (General Counsel and CCO) Sale 11,232 30.66 344,395
2023-05-18 Butterfield Peter (General Counsel and CCO) Option Ex 10,582 3.28 34,677
2023-05-18 Harris Matthew C Sale 1,000,000 30.60 30,600,000
2023-05-17 Massaro Michael (Chief Executive Officer) Sale 11,457 28.85 330,557
2023-05-16 Massaro Michael (Chief Executive Officer) Sale 11,457 30.54 349,873
2023-05-15 King David R. (Chief Technology Officer) Sale 35,375 30.55 1,080,777
2023-05-15 Orgel Rob (President and COO) Sale 60,000 30.27 1,816,020
2023-05-15 Orgel Rob (President and COO) Option Ex 60,000 3.95 237,000
2023-05-12 Ellis Michael G (Chief Financial Officer) Sale 12,000 29.55 354,588
2023-05-12 Ellis Michael G (Chief Financial Officer) Option Ex 12,000 3.28 39,324
2023-05-11 Bcip Venture Associates Ii-b, Lp (10% Owner) Sale 2,850,000 29.51 84,103,500
2023-05-11 Agarwal Ajay (10% Owner) Sale 2,850,000 29.51 84,103,500
2023-05-11 Harris Matthew C (Director) Sale 2,850,000 29.51 84,103,500
2023-05-11 Finkelstein Alex Sale 34,060 29.50 1,004,701
2023-05-11 Bcip Venture Associates-b (10% Owner) Sale 2,850,000 29.51 84,103,500
2023-05-11 Salem Enrique T (10% Owner) Sale 2,850,000 29.51 84,103,500
2023-05-10 King David R. (Chief Technology Officer) Sale 4,625 30.59 141,483
2023-04-18 Butterfield Peter (General Counsel and CCO) Sale 11,232 29.00 325,728
2023-04-18 Butterfield Peter (General Counsel and CCO) Option Ex 7,862 7,862.00 61,811,044
2023-04-13 King David R. (Chief Technology Officer) Sale 5,016 29.63 148,604
2023-04-13 Orgel Rob (President and COO) Sale 10,000 30.00 300,040
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Insider trading activities including stock purchases, stock sales, and option exercises of FLYW listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Flywire Corp (symbol FLYW, CIK number 1580560) see the Securities and Exchange Commission (SEC) website.



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