Flywire Corp Company Insiders

FLYW Stock  USD 12.26  -0.25  -2.00%   
Slightly above 70% of Flywire Corp's corporate insiders are selling. The analysis of insiders' sentiment of trading Flywire Corp stock suggests that many insiders are alarmed at this time. Flywire Corp employs about 1.4 K people.
Insider Sentiment
Mostly Selling
 
Selling
 
Buying

Latest Trades

2026-03-05Peter ButterfieldDisposed 9009 @ 13.05View
2026-02-13Voss Capital, LpAcquired 25000 @ 10.99View
2026-01-07Phillip John RieseDisposed 16612 @ 15.08View
2025-12-31Voss Capital, LpAcquired 44991 @ 14.23View
2025-12-30Voss Capital, LpAcquired 181121 @ 14.15View
2025-12-23Phillip John RieseDisposed 367 @ 15View
2025-12-09Peter ButterfieldDisposed 8120 @ 13.69View
2025-11-05Phillip John RieseDisposed 100 @ 15.02View
2025-06-06Edwin J SantosDisposed 5000 @ 10.5View
2025-06-05Edwin J SantosDisposed 5466 @ 10.04View
Tracking insider sentiment in Flywire Corp can help investors see whether internal behavior is reinforcing or weakening the broader investment thesis. The signal is still regulated and disclosed under securities law, which is why the public filing record matters more than rumor or interpretation alone.

Flywire Corp's Workforce Through the Years

Employee-history analysis for Flywire Corp can help investors see whether the business is expanding capacity, defending margins, or adjusting to softer demand. That is why the projected staffing path toward about slightly above 1,400 employees by April 2026 deserves to be read with the rest of the operating context.
Macro event markers
 
Covid
 
Interest Hikes

Management Team Effectiveness

The company has return on total asset (ROA) of 1.09 % indicating that it generated $1.09 of profit per 100 dollars of assets. This is behind the sector on this metric. Similarly, it shows a return on stockholder's equity (ROE) of 1.64 %, implying that it generated $1.64 on every 100 dollars invested by shareholders.
As of now, Common Stock Shares Outstanding is anticipated to decline to approximately 123.9 M. In addition to that, Net Loss is anticipated to decline to approximately -37.2 M.

Stock Institutional Investors

Institutions hold about 95.34% of Flywire Corp while insiders own roughly 5.74%. Current market capitalization is about 1.45 Billion. At that level, fund flows and index rebalancing drive most of the daily volume. The business currently sits in the Financials sector and the Software - Infrastructure industry. At that level of institutional ownership, fund flows and rebalancing cycles drive most of the float.
Shares
State Street Corp2025-09-30
2.9 M
Dimensional Fund Advisors, Inc.2025-12-31
1.6 M
Primecap Management Company2025-12-31
1.6 M
Morgan Stanley - Brokerage Accounts2025-09-30
1.4 M
Franklin Resources Inc2025-09-30
1.4 M
Ameriprise Financial Inc2025-09-30
1.3 M
Cooper Creek Partners Management Llc2025-12-31
1.1 M
Frontier Capital Management Co Inc2025-12-31
1.1 M
Northern Trust Corp2025-09-30
1.1 M
Voss Capital Llc2025-12-31
11.8 M
Vanguard Group Inc2025-12-31
10.9 M
For a smaller-cap like Flywire Corp (1.45 Billion), benchmark pressure and redemption cycles can limit how institutional weight turns into price support. The business currently sits in the Technology sector and the Information Technology Services industry. Shares outstanding are near 119.3 M. Comparing institutional flows with insider activity and short interest builds a fuller picture for a smaller-cap like Flywire Corp.

Insider Trading Activities

Insider disclosures for Flywire Corp show how people closest to the business are behaving as market expectations change. Most U.S. insider trades appear in Form 4 filings. The value comes from reading the sequence, not one filing in isolation.

Outstanding Bonds

Flywire Corp may use bonds as part of its capital structure to fund operations, refinance liabilities, or support acquisitions and other long-duration investments. Current market capitalization is about 1.45 Billion. Bond investors and equity investors often care about the same cash flows, but they rank the risks differently.

Corporate Filings

F4
18th of March 2026
The report filed by a party regarding the acquisition or disposition of a company's common stock, as well as derivative securities such as options, warrants, and convertible securities
ViewVerify
F4
9th of March 2026
The report filed by a party regarding the acquisition or disposition of a company's common stock, as well as derivative securities such as options, warrants, and convertible securities
ViewVerify
F3
6th of March 2026
The report used by insiders such as officers, directors, and major shareholders (beneficial owners holding more than 10% of any class of the company's equity securities) to declare their ownership of a company's stock
ViewVerify
F4
4th of March 2026
The report filed by a party regarding the acquisition or disposition of a company's common stock, as well as derivative securities such as options, warrants, and convertible securities
ViewVerify
F3
2nd of March 2026
The report used by insiders such as officers, directors, and major shareholders (beneficial owners holding more than 10% of any class of the company's equity securities) to declare their ownership of a company's stock
ViewVerify
F4
26th of February 2026
The report filed by a party regarding the acquisition or disposition of a company's common stock, as well as derivative securities such as options, warrants, and convertible securities
ViewVerify
8K
24th of February 2026
Report filed with the SEC to announce major events that shareholders should know about
ViewVerify
F4
18th of February 2026
The report filed by a party regarding the acquisition or disposition of a company's common stock, as well as derivative securities such as options, warrants, and convertible securities
ViewVerify
The majority of Flywire Corp's outstanding shares are owned by institutional holders. Institutional investors such as pension funds, mutual funds, and asset managers typically hold large positions as part of their investment mandates, managing money on behalf of clients or beneficiaries. As a result, they are subject to reporting requirements and oversight rules - such as 13F filings and position disclosure thresholds - that do not apply to individual retail investors. Flywire Corp has approximately 95% of its outstanding shares held by institutional investors, 6% by insiders, and 0% in public hands.
 
Shares in Circulation  
 First Issued
2020-03-31
 Previous Quarter
127.7 M
 Current Value
127.7 M
 Average Shares Outstanding
109.6 M
 Quarterly Volatility
18.2 M
Macro event markers
 
Covid
 
Interest Hikes

Holders Distribution

For Flywire Corp, institutional participation can be supportive or destabilizing depending on whether large holders are building conviction or reducing exposure. Used correctly, the ownership map shows where professional sponsorship may be strong and where exit risk could still be significant.

Market Cap and Value

Workforce Comparison

Flywire Corp stands at number one for number of employees across the peer group. The total workforce of Financials industry is currently estimated at about 36,536. Flywire Corp holds roughly 1,400 in number of employees claiming about 4% of equities under Financials sector.

Profit Margins

The company has Profit Margin (PM) of 2.0 %, which indicates a low-margin model that is sensitive to volume and pricing shifts. . Similarly, it shows Operating Margin (OM) of -1.0 %, which indicates that the company loses $1.0 on every $100 of revenue generated.
Current ValueLast YearChange From Last Year 10 Year Trend
Gross Profit Margin0.690.6142
Moderately Up
Slightly volatile

Insider Trading History

The buy-sell ratio in Flywire Corp's insider history separates pay-related activity from trades based on conviction. Current market capitalization is about 1.45 Billion. Larger blocks and clustered timing carry more weight than isolated trades.
Buy/Sell Ratio# Purchases Trades# Sales TradesTotal Shares PurchasedTotal Shares Sold
2026-03-01
0.8889
8
9
2,178,017
454,738
2025-12-01
0.4615
6
13
697,572
550,482
2025-06-01
0.875
7
8
118,930
83,823
2025-03-01
1.1
11
10
2,497,443
310,106
2024-12-01
0.5
3
6
683,306
696,474
2024-09-01
0.0833
1
12
3,750
59,478
2024-06-01
0.6429
9
14
277,157
276,300
2024-03-01
0.4
10
25
1,419,083
588,409
2023-12-01
0.4167
15
36
1,165,384
1,763,747
2023-09-01
0.2955
13
44
337,831
736,337
2023-06-01
0.254
16
63
206,896
23,752,227
2023-03-01
0.3016
19
63
834,128
1,103,959
2022-12-01
0.439
54
123
6,406,195
21,282,961
2022-09-01
0.3262
46
141
2,814,641
14,933,870
2022-06-01
0.1053
8
76
292,191
13,083,627
2022-03-01
0.2895
11
38
733,099
216,668
2021-12-01
0.1781
13
73
1,697,089
8,862,410
2021-06-01
1.0253
81
79
204,618,923
213,610,332

Notable Stakeholders

Stakeholders matter for Flywire Corp because not every influential participant is a shareholder acting with the same objective or time horizon. The practical value is that investors can see where interests align, where they conflict, and how that tension could influence execution.
Sharon ButlerCoPresident EducationProfile
Robert OrgelPresident COOProfile
Robert JDPresident COOProfile
Gary CunninghamChief OfficerProfile
Mohit KansalSenior ServicesProfile
Colin SmythSenior TravelProfile
Akil HollisVice RelationsProfile
Peter JDGeneral OfficerProfile
Ryan FrereExecutive B2BProfile
Patrick BlancChief OfficerProfile
Eric SpearSenior EngineeringProfile
Allison MacLeodChief OfficerProfile
Uday SethSenior DevelopmentProfile
Michael MassaroCEO DirectorProfile
Barbara CousinsCISO CIOProfile
Nicole JamesChief OfficerProfile
Maria CFAVice RelationsProfile
Cosmin PitigoiChief OfficerProfile
David KingChief EducationProfile
Michael EllisChief OfficerProfile
John TalagaExecutive HealthcareProfile
Peter ButterfieldGeneral OfficerProfile

Management Information & Data Sources

Flywire Corp is a small-cap company in Transaction & Payment Processing Services, Software - Infrastructure, Financials. Executive review focuses on insiders, senior management, and employee signals. Insider activity can provide context on alignment between management and outside holders. CEO is Michael Massaro with 1,400 employees and 22 reported executives.

Unless otherwise specified, data for Flywire Corp is compiled from periodic company reporting and market reference feeds and standardized for comparability. Professional analyst research is incorporated when coverage is available. Updates may occur throughout the day. Insider and management fields are mapped from published filings and company disclosures.

This content is curated and reviewed by:

Ellen Johnson - Member of Macroaxis Editorial Board
Last reviewed on March 3rd, 2026

Workforce Efficiency and Productivity

Investors reviewing Flywire Corp can use workforce efficiency as another lens on execution, especially when comparing similar businesses in the same industry. Used correctly, manpower metrics can highlight whether growth is being supported by better productivity or by heavier staffing costs.

Flywire Corp Manpower Efficiency

Return on Flywire Corp Manpower

Revenue Per Employee445K
Revenue Per Executive28.3M
Net Income Per Employee9.6K
Net Income Per Executive613.5K
Working Capital Per Employee143.2K
Working Capital Per Executive9.1M

Additional Tools for Flywire Stock Analysis

Money Flow Index
Determine momentum by analyzing Money Flow Index and other technical indicators
ETFs
Find actively traded Exchange Traded Funds (ETF) from around the world
Premium Stories
Follow Macroaxis premium stories from verified contributors across different equity types, categories and coverage scope
Portfolio Volatility
Check portfolio volatility and analyze historical return density to properly model market risk
Companies Directory
Evaluate performance of over 100,000 Stocks, Funds, and ETFs against different fundamentals
My Watchlist Analysis
Analyze my current watchlist and to refresh optimization strategy. Macroaxis watchlist is based on self-learning algorithm to remember stocks you like
Sign In To Macroaxis
Sign in to explore Macroaxis' wealth optimization platform and fintech modules
Economic Indicators
Top statistical indicators that provide insights into how an economy is performing
Crypto Correlations
Use cryptocurrency correlation module to diversify your cryptocurrency portfolio across multiple coins