Enterprise Account Executive, Wingspan
$250-300k
OTE
OTE is uncapped. Plus equity
3 days a week in office
Payroll platform for independent contractors
Open for applications
Payroll platform for independent contractors
21-100 employees
Open for applications
$250-300k
OTE
OTE is uncapped. Plus equity
3 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
- You have 3+ years of experience in an enterprise SaaS sales role, with a track record of exceeding targets and closing six-figure+ ARR deals
- You have experience being one of the earliest salespeople at a startup or building out a new vertical or product at a larger company
- You are a self-starter and thrive in and are excited by an ambiguous environment where you can build something from 0-1
- You become an expert in your domain, always seeking to deepen your understanding of the industry and prospects you sell to
- You are based in NYC or willing to relocate and value the collaboration of building something great together in person
- You collaborate and build relationships internally, from marketing to product, providing insights to better our product and demand generation campaigns
- You have sold into scaling startups and tech companies
What the job involves
- This is a 0-to-1 role. As our first Enterprise AE, you'll own the full sales lifecycle, build the playbook alongside the CEO, and work hand-in-hand with Product and Engineering to make sure we're delivering for our largest customers
- There's no inherited process or predefined territory, you'll be the one defining how Wingspan wins in the enterprise market. If you're the type of seller who'd rather architect something than inherit it, this role is for you
- Own the full-cycle sales lifecycle for enterprise accounts, from prospecting to closing
- Close six-figure+ ARR deals
- Lead multi-threaded discovery, exec-level conversations, and longer sales cycles
- Help build out our enterprise sales playbook, collaborating closely with the CEO
- Source a portion of your own pipeline through strategic personalized outreach campaigns
- Build a strong relationship with our marketing team to better our demand generation efforts and selling materials
- Travel as needed to cultivate industry and prospect relationships, typically once per month
- Be the face of our brand, pairing genuine customer empathy with sharp, methodical problem-solving, while building deep credibility with finance and accounting buyers
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.
Salary benchmarks
We don't have enough data yet to provide salary benchmarks for this role.
Submit your salary to help other candidates with crowdsourced salary estimates.
Share this job
View 2 more jobs at Wingspan