Build the Future of
Work With Us

At Wingspan, you’re not just part of the team, you’re a driving force in shaping the future of work. We’re building something meaningful together, and we’re just getting started.

How We Started

Wingspan was founded in 2020. We started with a simple idea: make independent work easier. Frustrated by outdated systems, our founders built a better way to support freelancers from day one.

Our Story ->

Who We Are & Where We Work

Headquartered in New York City, our team spans the world, with employees based everywhere from India to Poland to right here in New York. No matter where we're located, we’re united by a shared mission and strong culture.
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Open Roles ->

What We Built

Wingspan is the first payroll platform designed specifically for independent contractors and their businesses. We make onboarding, payments, and compliance easy for flexible workforces of all sizes.

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At Wingspan, we believe work should be both meaningful and fun!

Total Rewards

At Wingspan, we believe that building a fulfilling, impactful life extends far beyond the work you do each day. That’s why we take employee benefits seriously.

We offer competitive salaries, top tier health insurance plans, flexible time off and more. We continuously listen to employee feedback and evolve our benefits to meet the needs of our growing team.
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Competitive Compensation

We offer a competitive compensation package that includes a base salary and an equity package.

Insurance Coverage

Benefit from top- tier health, dental and vision plans for you and your family.

Flexible Time off (PTO)

Take time off whenever you need to recharge. On top of flexible vacation days, we also offer paid sick leave and time off for local holidays.

401k Matching

We offer retirement plans including 401k (U.S.)

Office Setup

To make working from home easier, we offer a one-time $300 stipend to help you set up your home office.

Learning & Development

We offer every employee a $200 annual stipend to support their learning and development.

Wellness Stipend

Employees have access to Wellhub to support their fitness, wellness, and mental health. (U.S)

Parental Leave

Growing your family is a big moment, and we’re here to support you every step of the way. Wingspan offers generous paid parental leave for all new parents, whether you're welcoming a child by birth, adoption, or foster care.
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We also follow country-specific statutory parental leave policies for international employees.

Mental Health Benefits

Access free Talkspace sessions, supporting your mental wellness journey.