---
title: 'Sales Development Representative at Wingspan'
canonical: 'https://feeny.ai/job/sales-development-representative-wingspan-new-york-ey5rcyk1gvms'
type: 'job'
last_seen: '2026-09-05'
---

# Sales Development Representative at Wingspan

- **Company:** Wingspan
- **Location:** New York, NY
- **Posted:** 2026-09-03
- **Last confirmed live:** 2026-09-05
- **Apply:** https://job-boards.greenhouse.io/wingspan/jobs/7985698003

## Job description

Sales Development Representative New York City

## Who We Are

In today’s economy, an increasing number of workers are choosing to freelance. By 2027, half the U.S. workforce will be independent contractors. Yet there is no system of record for this vast self-employed community and the legions of businesses that increasingly rely on it. A new paradigm is needed to accommodate the future of work that is suddenly no longer in the future. That is what Wingspan is building.

Wingspan is the AI-native platform for the flexible workforce. Our agents run onboarding and verification, manage work and pay, bill and stay compliant, and support workers on one record, across 1099 contractors, international contractors, and flexible W-2 employees.

We’re a Series B startup based in NYC with backing from some of the best VCs and operators around, including Andreessen Horowitz (a16z), Touring Capital, and the CEOs and founders of Warby Parker, Harry’s, Allbirds, Invision, and Flatiron Health.

Now we’re hiring for you: an ambitious individual ready to help build, design, and take us to the next level.

Are you ready to be part of a team redefining the future of work? Apply now!

Impact of the Role

- As a Sales Development Representative, you’ll play a crucial role in breaking into new accounts across all levels of our target customer segments.
- Collaborate with Account Executives, conduct market research to identify potential customers and leads, and qualify those leads.
- Drive Wingspan’s outbound prospecting motion, generating sales leads that turn into opportunities and closed business.
- Demonstrate your ability to be a tenacious self-starter every day as you advance your career.
- 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.

## Qualifications

- Available to work in our New York City office 3–4 days per week.
- You are an active communicator who collaborates with internal and external stakeholders to consistently improve processes and communication.
- Previous SDR/BDR or sales internship experience is a plus.
- Experience in a fast-growing startup and/or in the HR or payments space is a plus.

## Requirements

- No prior SDR experience is required. Recent college graduates and candidates with sales or similar internships, or entrepreneurial experience, are encouraged to apply.
- You have an entrepreneurial mindset and enjoy building and testing new processes.
- You are adaptable and comfortable in a fast-paced environment.
- You are extremely organized and a diligent note-taker.

## Compensation

At Wingspan, we pride ourselves on offering a competitive and comprehensive compensation package that reflects our commitment to attracting top talent. This role pays a $65,000 annual base salary with $85,000 annual on-target earnings ($65,000 base plus $20,000 variable at target) and is accompanied by a target equity package and an extensive suite of benefits, including medical, dental, and vision insurance. All figures cited are in USD and pertain to workers located in the United States.

## Benefits & Perks

- Unlimited vacation
- Competitive stock option package
- Medical, dental, and vision benefits
- Top-of-the-line Mac laptop
- 401(k) matching
- Wellhub gym membership

We appreciate candidates who are open and honest about what they’re looking for so we can ensure it’s a fit on both sides.

Wingspan does not accept agency-provided resumes from recruitment firms we do not partner with, and any unsolicited resumes sent to our job-related emails or staff will not result in charges to Wingspan.

At Wingspan, we are an equal opportunity employer passionately dedicated to fostering a diverse and inclusive workplace. We wholeheartedly believe that embracing diversity of perspectives and backgrounds is essential to building the best products and providing delightful experiences for our users and team members. We are proud to maintain an environment free from discrimination, retaliation, and harassment.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, ancestry, ethnicity, marital status, pregnancy, disability, genetic information, protected veteran status, or any other characteristic protected by law or ordinance. As we strive for excellence, we are committed to ensuring fair employment practices and business dealings and rejecting any form of discrimination or retaliation. These protections and commitments extend to all management practices and decisions, including recruitment and hiring, appraisal systems, promotions, training, and career development programs. Consistent with these obligations, Wingspan also provides reasonable accommodations to employees and applicants with disabilities and for sincerely held religious beliefs, observances, and practices.

If you would like to request an accommodation as part of the application process, please contact Jake Hansen at jakeh@wingspan.app.

Join us in our mission to create a company and products we love, as we celebrate our diverse workforce and promote an inclusive work environment that drives innovation and success.

## About Wingspan

## Company Overview
- **One-liner**: Wingspan provides a payroll and contractor management platform that automates the full lifecycle of contingent work, including onboarding, payments, compliance, and benefits.
- **Entity Type**: Private (Series B; $41.5M total funding)
- **Headquarters**: New York, New York, United States
- **Founded**: 2019
- **Founders**: Anthony Mironov and Greg Franczyk

## Core Business
- **Primary industry**: Contractor management / contingent workforce payroll (Financial Technology)
- **Target customers**: B2B – businesses that rely on independent contractors (e.g., staffing firms, professional services, platforms with gig workers)
- **Mission or purpose**: Make independent work as smooth as traditional employment by automating the business of flexible work.

## Products & Services
- **Wingspan Platform**: An all-in-one SaaS platform that automates the contractor lifecycle. Key modules include:
  - **Onboarding**: Self-service contractor portal with W-9 collection, background checks, and eSignature.
  - **Payments**: Rapid payment options (card, ACH, wire) with automated payables computation.
  - **Tax Compliance**: Automated W-9 and 1099 filing; tax withholding for contractors.
  - **Benefits**: Contractors can purchase health benefits through the platform.
  - **Help Desk**: Dedicated support for contractors on benefits, taxes, and payments.
  - **Billing & Invoicing**: Invoice generation with line-item detail for both companies and contractors.

## Market Standing
- **Valuation**: Not disclosed
- **Key Metric**: Annual revenue of $2.1M (LinkedIn estimate); managing over $1B in contractor payments in a $1.4 trillion market (company about page)
- **Total Funding**: $41.5M (LinkedIn) including a $14M Series A led by Andreessen Horowitz (company about page)
- **Notable Investors/Partners**: Andreessen Horowitz (lead Series A); angel investors include CEOs/founders of OpenDNS, Warby Parker, Harry’s, Allbirds, InVision, Flatiron Health. Banking services provided through a partnership with Visa.
- **Growth Signals**: Headcount grew from 20 (March 2023) to 40+ (Nov 2023) to 42 currently (+15.3% YoY). Operating in 7 countries (US, Poland, Ukraine, India, Canada, Netherlands, Colombia). Trusted by hundreds of businesses.

## Competitive Advantages
- **Purpose-built for contingent work** – unlike legacy payroll systems designed for W-2 employees, Wingspan automates the unique workflows of contractor management (e.g., 1099 compliance, benefits for non-employees, rapid payments).
- **End-to-end lifecycle** – single platform covering onboarding, compliance, payments, benefits, and support, reducing the need for multiple tools.
- **Automated tax compliance** – built-in W-9/1099 handling and tax withholding reduces misclassification risk (potential $25,000 savings per compliance breach).

## Strategic Focus
- **Expand platform capabilities** – continue adding features to automate more of the contractor lifecycle (e.g., enhanced benefits, global compliance).
- **Scale customer base** – target growing businesses that rely on flexible workforces, particularly in professional services and gig economy verticals.
- **International growth** – already operating in multiple countries; likely to deepen global payroll and compliance support.

## Why Work Here
- **Mission-driven culture** – “Help us bring the future of work back to the future” with a focus on making independent work seamless.
- **Hybrid/remote-friendly** – headquartered in New York City with a global remote team; employees in Poland, India, Canada, and elsewhere.
- **Competitive compensation** – base salary plus equity; 401k matching (US).
- **Benefits**: Top-tier health, dental, vision; flexible time off (PTO); paid parental leave; wellness stipend (Wellhub); mental health support (Talkspace); $200 annual learning stipend; $300 one-time home office setup stipend.
- **Growth opportunity** – fast-growing team (42 employees) with open roles in engineering (Platform Lead, Software Engineer) and sales (SDR). Engineering culture emphasizes ownership and impact.

## Sources
1. [wingspan.app](https://www.wingspan.app/) – Product overview, features, and platform description
2. [wingspan.app/about](https://www.wingspan.app/about) – Founding story, funding, mission, team growth
3. [wingspan.app/careers](https://www.wingspan.app/careers) – Benefits, remote policy, open roles
4. [Greenhouse jobs page](http://job-boards.greenhouse.io/wingspan) – Current job listings
5. [LinkedIn company page](https://www.linkedin.com/company/wingspanhq) – Employee count, revenue, funding, geographic distribution

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