Senior Product Manager, Wingspan
Contractor Experience
$180-220k
Plus target equity package
More information about location
4 days a week in office
Payroll platform for independent contractors
Open for applications
Payroll platform for independent contractors
21-100 employees
Open for applications
$180-220k
Plus target equity package
More information about location
4 days a week in office
21-100 employees
Company mission
To provide independent workers, self-employed professionals and freelancers with the platform they need to handle their business with confidence.
Role
Who you are
- Deep B2C FinTech Expertise: You have direct, hands-on experience building and scaling consumer-facing financial products (e.g., neobanking, payments, tax software, personal financial management, lending, or investing)
- A True 0-to-1 Builder: You thrive in ambiguity and have a demonstrated history of taking ideas from a whiteboard sketch to a successful product in the market. You are comfortable building business cases and creating a roadmap from scratch
- Startup DNA: You are scrappy, biased for action, and have experience working in fast-paced, high-growth startup environments
- Metrics-Driven & Commercially Minded: You are obsessed with the "why" behind the data and have experience owning and driving commercial outcomes (revenue, monetization, adoption) in addition to core product metrics
- User Empathy: You are passionate about talking to users and translating their needs into a compelling product vision
- 5+ years of Product Management experience, with a proven track record of shipping products from concept to launch and scale
Desirable
- A former startup founder or a very early-stage employee
- Experienced in building AI/ML-driven products that act on a user's behalf, not just advise them
- Personally familiar with the challenges of being an independent contractor or freelancer
What the job involves
- This isn't your typical product management role. You will evolve our key business line: the Contractor Experience
- You will have the opportunity to build a new suite of consumer FinTech products, with the backing of an established, high-growth platform
- You will own the vision, roadmap, and core business metrics for a product suite designed to capture a contractor's entire financial life—from income and banking to taxes and savings
- If you are a builder with deep B2C FinTech experience who thrives on 0-to-1 challenges, this is the role for you
- Own the Vision & Roadmap: You will own, define, and execute the product strategy for the entire contractor experience
- Be a FinTech GM: Define and own the monetization and attachment rate targets for our FinTech suite, including our debit card, instant payouts, and Tax Withholding
- Master the User: Conduct deep user research to intimately understand the financial pain points and goals of our diverse contractor segments
- Drive Growth & Engagement: Your roadmap will focus on capturing a contractor's complete income graph through features like a guided deposit switch tool and off-platform income ingestion, making Wingspan the default destination for all their earnings
Our take
Roughly one-third of US workers performed freelance work in the last year, with the number of companies relying on the work of independent contractors continuously rising, placing their services in high demand. Yet freelancers still face many issues when it comes to working. Things like payroll, insurance, and tax are aspects that are quite straightforward for those who are employed, but far more complicated when working independently.
Wingspan is a payroll platform created to solve some of the common financial challenges often faced by freelancers. While there are many other platforms offering a similar service, Wingspan stands out by being an all-in-one platform, replacing a number of tools that businesses typically utilize when it comes to paying and onboarding freelancers.
Due to its differentiating features, Wingspan has witnessed steady growth and has more than 20,000 members as well as hundreds of enterprise clients, and is on track to surpass a billion in contractor payments by the end of the year. Because of Wingspan's ongoing success along with the help of investors, the company is now in a position to expand its workforce to keep up with the demand for its services.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 3 rounds)
Jul 2025
$24m
SERIES B
Mar 2023
$14m
SERIES A
Total funding: $41.5m
Company benefits
- Unlimited PTO
- Stock Options
- Medical Insurance
Company values
- Members first: We’re focused on serving the ever-evolving needs of our members. This means continually building new products and services that actually help our members work for themselves the way they want.
- Shared purpose: We are stronger together. With the shared experience of working independently, we understand the value in building a common community that can advocate, connect, and support one another.
- New standard: We believe the definition of work is outdated, and it hasn’t kept up with the independent workforce that is only continuing to grow. We designed Wingspan to be the essential everything our members need, all in one place.
- Make magic: We’re challenging the existing assumption that choosing to work for yourself means living with uncertainty and chaos. Wingspan provides freelancers with confidence, stability and flexibility with a freelancing experience that simply works.
Company HQ
Midtown Manhattan, New York, NY
Leadership
Anthony Mironov
(CEO)Previously worked as a Private Equity Analyst at Fortress Investment Group and as a Private Equity Associate at Clarion Capital Partners.
Greg Franczyk
(CTO)Previously served as the CTO at Madison Logic. Also worked as an Engineering Manager at Google as well as the Web Engineering lead at The Washington Post.
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