Senior Software Engineer

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 first payroll platform designed specifically for independent contractors and their businesses. We make onboarding, payments, and compliance easy for flexible workforces of all sizes. Whether you’re a one‑person business or a large enterprise, Wingspan has you covered.

We’re a Series A startup based in NYC with backing from some of the best VCs and operators around, including Andreessen Horowitz (a16z) 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 platform team member, you will be responsible for the payments workflows, scaling them to handle the next phase of growth, and integrating AI to develop new product offerings. This role offers the unique chance to work at the intersection of fintech and cutting‑edge AI, directly shaping the future of our platform’s capabilities and user experience.

Responsibilities

• Architect and scale mission‑critical product workflows that form our operational backbone
• Build robust payment processing systems, ensuring seamless financial transactions
• Lead AI innovation by integrating state‑of‑the‑art LLM technologies into our product suite

Day‑to‑Day Impact

• Craft elegant, scalable software solutions that meet evolving business demands
• Partner with Product, Design, and QA specialists to deliver cohesive user experiences
• Transform existing systems through strategic optimization and technical debt reduction
• Elevate our engineering culture by mentoring colleagues and championing best practices
• Pioneer AI implementation by staying ahead of emerging technologies and identifying valuable implementation opportunities

Requirements

• 5+ years of professional software development experience
• Expertise in back‑end programming (we use Node & TypeScript)
• Experience with RESTful APIs and microservices architecture
• Strong Git, CI/CD pipeline knowledge
• Excellent collaboration and communication skills
• Proven project management abilities
• Comfortable working with AI tools
• Startup experience is a bonus

Perks & Benefits

• Unlimited Vacation
• Competitive Stock Option Package
• $300 One‑Time WFH Stipend
• Top‑of‑the‑Line 14" Macbook Pro
• Travel Stipend for Team Off‑Sites

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 Ariel Sachtjen at

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.