Wingspan
Wingspan is a payroll platform for managing contractors that automates onboarding, payments, tax forms, and benefits. The New York-based fintech has raised $42M and employs 129 people.
The growth story
Wingspan grew from 65 to 129 employees between 2022 and 2026, raising $42M along the way, most recently a Series B in May 2025.
About
Wingspan sells software that helps companies manage payments and compliance for contractors. Its platform handles onboarding, automates 1099 tax forms, and offers benefits to contractors, targeting finance and operations teams.
The company raised $42M in a Series B round in May 2025. Its investor list includes Andreessen Horowitz and Airbnb, signaling strong backing. With 129 employees, Wingspan has built a substantial team for a fintech startup founded in 2019.
Founders and leadership
Sales is Wingspan's largest function with 11 employees, suggesting a focus on customer acquisition. The company has a median tenure of 3 years, indicating stable leadership and team retention.
The Wingspan org chart
Anthony Mironov (Co-Founder & CEO) leads 17 mapped leaders with 9 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Operations 22 (+16% YoY), Sales 19 (+27% YoY), Customer Success and Support 18 (-10% YoY), Engineering 18 (+20% YoY), Business Development 7 (-12% YoY), Education 5 (0% YoY).
Talent flow
Wingspan hires from a mix of tech and financial firms, including Intellectsoft Blockchain Lab, IBM, and Citi. Alumni have moved to companies like Plaid and Uniti, showing a fintech career trajectory.
Most common previous employers of Wingspan staff: Intellectsoft Blockchain Lab (3), IBM (2), Citi (2), Dialpad (2), Rhino (2), New Normal (2). Former Wingspan employees most often moved to Plaid (1), Uniti (1), 1mind (1), PortSwigger (1), GTMfund (1), The Cleaning Authority (1).
Alumni worth knowing
Web traffic
Traffic mix: 70% direct, 21% search, 0% social, 0% paid.
What this company is made of
Most common skills at Wingspan: Leadership (25), Customer Service (18), Microsoft Office (17), Communication (15), Project Management (14), Microsoft Excel (14), JavaScript (13), SQL (12).
Where the team actually sits
Wingspan people are concentrated in New York, United States (14), New York City Metropolitan Area (4), California, United States (3), Mazowieckie, Poland (3).
Search footprint
Wingspan attracts about 577 organic search visits a month, traffic worth roughly $76K a month if bought through ads. It gained 306 ranking keywords and lost 393 in the last period.
What employees say
- Compensation
- 4.60 / 5
- Career opportunities
- 4.90 / 5
- Senior management
- 4.70 / 5
- Work-life balance
- 4.50 / 5
Frequently asked
Wingspan has 129 employees as of September 2026.
Wingspan has raised $42M in total, most recently a Series B round in May 2025.
Wingspan was founded in 2019 by Anthony Mironov, Greg Franczyk.
Anthony Mironov (Co-Founder & CEO) sits at the top of Wingspan's reporting structure, with 9 direct reports.
The most common previous employers of current Wingspan staff are Intellectsoft Blockchain Lab (3 people), IBM (2 people), Citi (2 people).
Former Wingspan employees most often move to Plaid (1), Uniti (1), 1mind (1).
Wingspan attracts about 577 organic search visits a month, worth roughly $76K a month in equivalent ad spend.
The most common skills among Wingspan staff are Leadership, Customer Service, Microsoft Office, Communication, Project Management.
Wingspan staff are concentrated in New York, United States (14), New York City Metropolitan Area (4), California, United States (3).
Wingspan has about 22 people in Operations, up 16% over the past year, as of September 2026.
Wingspan has about 19 people in Sales, up 27% over the past year, as of September 2026.
Computed from 43 current and 40 former Wingspan profiles, as of September 2026. Source: Crustdata.
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