Flywire Corporation

Flywire Corporation

FLYW·NASDAQ

$14.61

-12%
TechnologyInformation Technology Services

Flywire Corporation, together with its subsidiaries, operates as a payment enablement and software company in the United States, Canada, and the United Kingdom, and internationally. Its payment platform and network, and vertical-specific software help clients to get paid and help their customers to pay. The company's platform facilitates payment flows across multiple currencies, payment types, and payment options; and provides direct connections to alternative payment methods, such as Alipay, Boleto, PayPal/Venmo, and Trustly. It serves education, healthcare, travel, and business to business organizations. Flywire Corporation was formerly known as peerTransfer Corporation and changed its name to Flywire Corporation in December 2016. Flywire Corporation was incorporated in 2009 and is headquartered in Boston, Massachusetts.

At a Glance

Live Snapshot
Market Cap$1.78B
EPS0.1100
P/E Ratio132.82
Earnings Date08/04/2026
0.83%
Return on Invested Capital
-196%
3Y-114.0%
5Y-116.0%
10Y-103.0%
1.62%
Return on Equity
354%
3Y-120.0%
5Y-88.0%
10Y-94.0%
1.08%
Return on Assets
317%
3Y-118.0%
5Y-126.0%
10Y-108.0%
Flywire Corporation

Flywire Corporation Management Team

FLYW · NASDAQ
MM

Mr. Michael Massaro

Chief Executive Officer & Director

Compensation

$703,374

Born 1980(Age 46)
male
MC

Mr. Cosmin Pitigoi

Chief Financial Officer

Compensation

$601,416

Born 1977(Age 49)
male
MB

Ms. Barbara Cousins

Chief Information Officer, CISO & Head of Internal Audit

female
MA

Ms. Allison MacLeod

Chief Marketing Officer

female
MD

Mr. David R. King

Chief Technology Officer

Compensation

$401,090

Born 1970(Age 56)
male
MR

Mr. Ryan Frere

Executive Vice President & GM of B2B

male
MS

Ms. Sharon Butler

Executive Vice President of Global Education

Compensation

$517,175

Born 1967(Age 59)
female
MJ

Mr. John Talaga

Executive Vice President of Healthcare

Born 1968(Age 58)
male
MP

Mr. Peter Butterfield J.D.

General Counsel & Chief Compliance Officer

Compensation

$401,078

Born 1966(Age 60)
male
MR

Mr. Robert Orgel J.D.

President & Chief Operating Officer

Compensation

$478,636

Born 1970(Age 56)
male
flyw

Flywire Corporation Insider Positioning

FLYW · NASDAQ

During the last 12 months, insiders have purchased $3.48M and sold $4.40M worth of FLYW shares, resulting in $925K of net selling activity.

3 Months

Bought

0

0.00

Sold

43.3K

631.85K

Net Activity

-632K

-$632K

3-6 Months

Bought

251.1K

3.48M

Sold

197.4K

2.53M

Net Activity

+947K

+$947K

6-9 Months

Bought

0

0.00

Sold

10.7K

142.21K

Net Activity

-142K

-$142K

9-12 Months

Bought

0

0.00

Sold

88.0K

1.10M

Net Activity

-1.1M

-$1.10M

Top Buyers

1
VCL

Voss Capital, Lp

10 Percent Owner

251.1K shares3 transactions

$3.48M

Top Sellers

1
MM

Massaro Michael

Director, Officer: Chief Executive Officer

188.3K shares3 transactions

$2.38M

2
BP

Butterfield Peter

Officer: General Counsel And Cco

55.1K shares8 transactions

$735K

3
PC

Pitigoi Cosmin

Officer: Chief Financial Officer

43.3K shares2 transactions

$595K

4
RPJ

Riese Phillip John

Director

17.1K shares3 transactions

$258K

5
OR

Orgel Rob

Officer: President And Coo

14.3K shares1 transactions

$188K

Insider Activity Analysis

Net Insider Sentiment

Bearish

Slightly bearish with $925K net selling. Selling modestly exceeds buying, which could be routine diversification rather than concern.

Buy/Sell Ratio

0.79:1

Moderately negative ratio. Selling is roughly double the buying, which may be routine or signal caution.

Recent Trend (3 Months)

$632K

Heavy recent selling activity. Recent insider sales notably exceed purchases—may warrant investigation into company developments.

Insider Participation

High Selling

5 insider sellers vs. 1 buyers. Widespread selling across multiple insiders may signal concerns.

SEC Filings

FLYW - Filing history and reports

Filing TypeFiling DatePeriod EndingFiscal YearActions
DEF 14A

DEF 14A 2026

N/A

April 23, 2026
June 02, 2026
2026
DEF 14A

DEF 14A 2025

N/A

April 22, 2025
June 03, 2025
2025
DEF 14A

DEF 14A 2024

N/A

April 22, 2024
June 04, 2024
2024
DEF 14A

DEF 14A

N/A

April 25, 2023
April 25, 2023
 
DEF 14A

DEF 14A 2022

N/A

April 20, 2022
June 02, 2022
2022
Showing 1 to 5 of 5 filings