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 were 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 an Operations Analyst, Payments, you will play a critical role in managing payment escalations and operational processes. You will collaborate with the engineering, product, and finance teams to provide timely and effective resolution to escalations, manage operational workflows, and ensure smooth reconciliation of payments. Your mission is to enhance our operational efficiency through process optimization, automating workflows, and resolving discrepancies in balances and payment data.

This role will be based in Warsaw, Poland, and will have a remote work model that supports our commitment to employee well-being and work-life balance.

What youll do:

• Handle technical escalations from the support team related to payment and platform issues.
• Oversee manual operational tasks, identifying opportunities to transition these processes from manual to automated workflows.
• Reconcile payment transactions, identifying discrepancies in balances or data, and working cross-functionally to resolve them.
• Continuously improve payment processes and workflows to increase efficiency and ensure a seamless user experience.
• Collaborate with product, finance, and operations teams to develop new processes for payment escalations and operational tasks.
• Gather and analyze data on escalations and payment workflows to identify patterns and inefficiencies.
• Create documentation to streamline payment operations and reduce the volume and response time of escalations.

Qualifications:

• 2-3 years of experience in payment operations, technical troubleshooting, or related fields.
• Prior experience with reconciliation processes and identifying discrepancies in payment data.
• Strong analytical skills to investigate complex technical issues and propose data-driven solutions.
• Ability to work in a fast-paced environment with a strong focus on problem-solving and process improvement.

Requirements:

• Work Experience: 3+ years working directly for SaaS or fintech companies in payment operations or related fields.
• Process Improvement: Demonstrated experience in optimizing operational processes and streamlining workflows.
• Team Collaboration: Ability to work well both independently and as part of a team, collaborating effectively with colleagues.
• Early-Stage Mentality: Comfortable navigating complex challenges and adapting in a rapidly evolving environment.
• Analytical Ability: Strong attention to detail and ability to identify patterns, discrepancies, and process inefficiencies.

Benefits & Perks:

• 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 ariels@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.