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.

31 Mar 2026

See Remarks

Exercised, kept

8,000

$3.95

$31.60K

Butterfield Peter

30 Mar 2026

General Counsel and CCO

Exercised, kept

140,000

$0.59

$82.60K

Massaro Michael

16 Mar 2026

Chief Executive Officer

Exercised, kept

14,087

$3.95

$55.64K

Butterfield Peter

30 Dec 2025

General Counsel and CCO

Exercised, kept

5,950

$0.59

$3.51K

Butterfield Peter

3 Mar 2025

General Counsel and CCO

Exercised, kept

$0.35

$31.77

Massaro Michael

28 Feb 2025

Chief Executive Officer

Exercised, kept

41,587

$3.95

$164.27K

Massaro Michael

28 Feb 2025

Chief Executive Officer

Exercised, kept

18,435

$3.28

$60.47K

Massaro Michael

28 Feb 2025

Chief Executive Officer

Exercised, kept

88,731

$0.59

$52.35K

King David R.

12 Jul 2024

Chief Technology Officer

Exercised, kept

3,750

$3.95

$14.81K

Orgel Rob

17 May 2024

President and COO

Exercised, kept

25,337

$3.95

$100.08K

Butterfield Peter

10 May 2024

General Counsel and CCO

Exercised, kept

84,452

$0.35

$29.81K

King David R.

8 May 2024

Chief Technology Officer

Exercised, kept

7,500

$3.95

$29.63K

Massaro Michael

3 May 2024

Chief Executive Officer

Exercised, kept

107,538

$0.35

$37.64K

Riese Phillip John

8 Mar 2024

Director

Exercised, kept

240,000

$0.20

$48.00K

King David R.

3 Jan 2024

Chief Technology Officer

Exercised, kept

17,156

$3.95

$67.77K

Massaro Michael

14 Dec 2023

Chief Executive Officer

Exercised, kept

739,821

$3.28

$2.43M

Massaro Michael

14 Dec 2023

Chief Executive Officer

Exercised, kept

78,983

$0.35

$27.64K

Massaro Michael

14 Dec 2023

Chief Executive Officer

Exercised, kept

40,815

$0.59

$24.08K

Massaro Michael

14 Dec 2023

Chief Executive Officer

Exercised, kept

93,938

$0.20

$18.79K

Orgel Rob

8 Dec 2023

President and COO

Exercised, kept

30,272

$3.30

$99.90K

King David R.

16 Nov 2023

Chief Technology Officer

Exercised, kept

15,000

$3.95

$59.25K

King David R.

14 Nov 2023

Chief Technology Officer

Exercised, kept

7,888

$3.95

$31.16K

King David R.

13 Nov 2023

Chief Technology Officer

Exercised, kept

15,681

$3.95

$61.94K

Ellis Michael G

9 Nov 2023

Chief Financial Officer

Exercised, kept

101,729

$0.35

$35.94K

King David R.

27 Oct 2023

Chief Technology Officer

Exercised, kept

9,900

$3.95

$39.11K

Butterfield Peter

21 Aug 2023

General Counsel and CCO

Exercised, kept

40,000

$0.35

$14.12K

Massaro Michael

1 Aug 2023

Chief Executive Officer

Exercised, kept

35,750

$3.28

$117.26K

Riese Phillip John

27 Jul 2023

Director

Exercised, kept

70,096

$0.18

$12.62K

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

By person

Individual transactions

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