Flywire Corp

By person

26 insiders · 573 transactions

119×

Michael Massaro holds 119 times base salary in stock. $54.00M of shares against $450.00K in salary for 2025.

Salary from the company's own proxy. The shares are what Michael Massaro last reported holding, valued at $17.88, the price Voting Common Stock was last bought or sold at on the open market here, on 11 Sep 2026.

Insider

Role

Bought

Sold

Net

Holding

Of company

Worth

Change

Massaro Michael

Chief Executive Officer

—

$3.80B (126)

−$3.80B

3,020,299

2.48%

$54.00M

+70.5%

BAIN CAPITAL VENTURE INVESTORS, LLC entity

10% owner

—

$304.64M (8)

−$304.64M

25,335,252

20.83%

$452.96M

+24.4%

Harris Matthew C

Director

—

$195.53M (8)

−$195.53M

16,578,878

13.63%

$296.41M

−27.5%

Natauri Jo

Director

—

$163.82M (71) scheduled

−$163.82M

3,483,195

2.86%

$62.28M

0.0%

GOLDMAN SACHS GROUP INC entity

Director

—

$162.80M (71) scheduled

−$162.80M

3,483,195

2.86%

$62.28M

+1.1%

Agarwal Ajay

10% owner

—

$86.80M (3)

−$86.80M

8,795,388

7.23%

$157.25M

−35.7%

Salem Enrique T

10% owner

—

$86.08M (2)

−$86.08M

8,795,388

7.23%

$157.25M

−35.5%

Orgel Rob

President and COO

—

$16.75M (41) scheduled

−$16.75M

991,918

0.8157%

$17.73M

+535.4%

King David R.

See Remarks

—

$13.92M (35)

−$13.92M

1,591,187

1.31%

$28.45M

+19.6%

Ellis Michael G

Chief Financial Officer

—

$9.27M (40) scheduled

−$9.27M

367,318

0.3020%

$6.57M

+258.7%

Butterfield Peter

General Counsel and CCO

—

$7.52M (53) scheduled

−$7.52M

601,022

0.4942%

$10.75M

+15,311%

Voss Capital, LP entity

10% owner

$3.48M (3)

$10.34M (17)

−$6.86M

24,917,497

20.49%

$445.49M

−1.2%

Riese Phillip John

Director

—

$6.47M (34)

−$6.47M

258,051

0.2122%

$4.61M

—

Finkelstein Alex

Director

—

$1.75M (2)

−$1.75M

15,171,012

12.48%

$271.24M

−3.3%

Kansal Mohit

Chief Payments Officer

—

$1.38M (4) scheduled

−$1.38M

478,324

0.3933%

$8.55M

−20.9%

Santos Edwin J

Director

—

$1.07M (8)

−$1.07M

11,558

0.0095%

$206.64K

—

Pitigoi Cosmin

Chief Financial Officer

—

$1.03M (2) scheduled

−$1.03M

856,575

0.7044%

$15.31M

—

Howard Gretchen

Director

$97.24K (1)

—

+$97.24K

59,318

0.0488%

$1.06M

—

Spark Management Partners II, LLC entity

10% owner

—

14,917,797

12.27%

$266.71M

+54.3%

FMR LLC entity

See Remark 1

—

7,460,328

6.13%

$133.38M

+3,789%

Ossa Investments Pte. Ltd. entity

10% owner

—

1,873,320

1.54%

$33.49M

—

Blanc Patrick

Chief Technology Officer

—

234,234

0.1926%

$4.19M

—

Offereins Diane E

Director

—

58,777

0.0483%

$1.05M

—

Jaques Carleigh

Director

—

44,152

0.0363%

$789.38K

—

Katziff Christine

Director

—

39,783

0.0327%

$711.27K

—

Hao Yvonne

Director

—

16,363

0.0135%

$292.55K

—

Individual transactions

Insider

Date

Role

Action

Price

Amount

King David R.

11 Sep 2026

See Remarks

Sold on a plan indirect

36,900

$17.88

$659.73K

Butterfield Peter

8 Sep 2026

General Counsel and CCO

Sold on a plan

12,156

$17.99

$218.63K

Kansal Mohit

2 Sep 2026

Chief Payments Officer

Sold on a plan

12,423

$18.69

$232.24K

Massaro Michael

1 Sep 2026

Chief Executive Officer

Sold on a plan

112,500

$18.39

$2.07M

Massaro Michael

17 Jul 2026

Chief Executive Officer

Sold on a plan

32,328

$18.20

$588.30K

Massaro Michael

16 Jul 2026

Chief Executive Officer

Sold on a plan

92,672

$18.62

$1.73M

Butterfield Peter

1 Jul 2026

General Counsel and CCO

Sold on a plan

31,096

$18.06

$561.46K

Kansal Mohit

25 Jun 2026

Chief Payments Officer

Sold on a plan

3,650

$16.96

$61.90K

Butterfield Peter

15 Jun 2026

General Counsel and CCO

Sold on a plan

6,528

$15.08

$98.42K

Massaro Michael

15 Jun 2026

Chief Executive Officer

Sold on a plan

50,000

$15.26

$762.94K

Kansal Mohit

15 Jun 2026

Chief Payments Officer

Sold on a plan

54,543

$15.15

$826.59K

Butterfield Peter

5 Jun 2026

General Counsel and CCO

Sold on a plan

6,188

$14.40

$89.11K

Orgel Rob

1 Jun 2026

President and COO

Sold on a plan

178,980

$17.00

$3.04M

Butterfield Peter

7 May 2026

General Counsel and CCO

Sold on a plan

1,480

$18.02

$26.66K

Kansal Mohit

6 May 2026

Chief Payments Officer

Sold on a plan

16,101

$15.90

$256.01K

Pitigoi Cosmin

6 May 2026

Chief Financial Officer

Sold on a plan

35,000

$17.38

$608.17K

Massaro Michael

6 May 2026

Chief Executive Officer

Sold on a plan

38,170

$16.62

$634.50K

Massaro Michael

6 May 2026

Chief Executive Officer

Sold on a plan

11,830

$15.65

$185.19K

Pitigoi Cosmin

21 Apr 2026

Chief Financial Officer

Sold on a plan

30,000

$14.00

$420.00K

Butterfield Peter

5 Mar 2026

General Counsel and CCO

Sold on a plan

9,009

$13.05

$117.54K

Massaro Michael

2 Mar 2026

Chief Executive Officer

Sold on a plan

150,000

$12.31

$1.85M

Butterfield Peter

7 Jan 2026

General Counsel and CCO

Sold on a plan

13,327

$15.01

$200.07K

Butterfield Peter

9 Dec 2025

General Counsel and CCO

Sold on a plan

8,120

$13.69

$111.16K

Butterfield Peter

5 Nov 2025

General Counsel and CCO

Sold on a plan

1,000

$15.00

$15.00K

Butterfield Peter

8 Sep 2025

General Counsel and CCO

Sold on a plan

9,563

$13.15

$125.71K

Butterfield Peter

9 Jun 2025

General Counsel and CCO

Sold on a plan

9,563

$10.27

$98.21K

Butterfield Peter

10 Mar 2025

General Counsel and CCO

Sold on a plan

5,523

$10.08

$55.67K

Butterfield Peter

10 Dec 2024

General Counsel and CCO

Sold on a plan

4,760

$20.68

$98.45K

Butterfield Peter

9 Sep 2024

General Counsel and CCO

Sold on a plan

4,747

$17.29

$82.09K

Butterfield Peter

9 Aug 2024

General Counsel and CCO

Sold on a plan

5,921

$18.21

$107.82K

Massaro Michael

3 Apr 2024

Chief Executive Officer

Sold on a plan indirect

4,892

$24.07

$117.77K

Massaro Michael

3 Apr 2024

Chief Executive Officer

Sold on a plan

13,043

$24.07

$314.01K

Massaro Michael

20 Mar 2024

Chief Executive Officer

Sold on a plan indirect

6,311

$25.06

$158.13K

Massaro Michael

20 Mar 2024

Chief Executive Officer

Sold on a plan

16,828

$25.06

$421.65K

Massaro Michael

19 Mar 2024

Chief Executive Officer

Sold on a plan indirect

18,689

$25.11

$469.37K

Massaro Michael

19 Mar 2024

Chief Executive Officer

Sold on a plan

49,844

$25.11

$1.25M

Butterfield Peter

8 Mar 2024

General Counsel and CCO

Sold on a plan

15,720

$26.63

$418.59K

Ellis Michael G

6 Dec 2023

Chief Financial Officer

Sold on a plan

3,394

$23.16

$78.61K

Ellis Michael G

5 Dec 2023

Chief Financial Officer

Sold on a plan

2,232

$23.40

$52.23K

Ellis Michael G

6 Sep 2023

Chief Financial Officer

Sold on a plan

3,375

$33.54

$113.20K

Orgel Rob

5 Sep 2023

President and COO

Sold on a plan

3,871

$33.78

$130.78K

Ellis Michael G

5 Sep 2023

Chief Financial Officer

Sold on a plan

2,251

$33.75

$75.97K

Showing 250 of 573 transactions. The figures above use every one of them.

By person

Individual transactions

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