Sales Development Representative, Wingspan
$75-80k
OTE
+ Equity; competitive stock option package
4 days a week in office (Union Square, NY)
Payroll platform for independent contractors
Be an early applicant
Payroll platform for independent contractors
21-100 employees
Be an early applicant
$75-80k
OTE
+ Equity; competitive stock option package
4 days a week in office (Union Square, NY)
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
- Available to work in office from our Union Square office 4 days per week
- You are an active communicator who collaborates with internal and external stakeholders to consistently improve processes and communication
- You have experience with Outreach.io or similar sales engagement software
- Experience in a fast-growing startup and/or in the HR or payments space is a plus
- You have 6+ months of experience in an SDR role
- You have an entrepreneurial mindset and enjoy building and testing new processes
- You are adaptable and comfortable with a fast-paced environment
- You are extremely organized and a diligent note-taker
What the job involves
- As a Sales Development Representative, you'll be playing a crucial role of breaking into new accounts within all levels of our target customer segments
- The day-to-day role includes collaboration with Account Executives, market research to identify new potential customers and leads, and qualification of these leads
- Drive Wingspan’s outbound prospecting motion, generating sales leads that will turn into opportunities and closed business
- Eager to advance their career by demonstrating their ability to be tenacious self-starters every day
- Educate and develop leads through outbound prospecting via phone calls, videos, emails and events
- Generate email sequences and make cold-calls to map and penetrate accounts
- Conduct follow-up calls and emails until meetings are set
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
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