Who We Are

Wingspan is the first payroll platform designed specifically for independent contractors and their businesses. We simplify onboarding, payments, and compliance for flexible workforces of all sizes, from solo operators to large enterprises.

We’re a Series B startup based in NYC with distributed teams in the USA, Poland, and the UK, and backed by Andreessen Horowitz (a16z), Touring Capital, and a strong network of operators, including the CEOs and founders of Warby Parker, Harry’s, Allbirds, Invision, and Flatiron Health.

About the Role

As a Software Engineer on the Payment Operations team, you will be responsible for the execution layer that ensures every dollar on Wingspan’s platform is accounted for, reconciled, and moved accurately on time. You will have direct access to production systems, a mandate to identify what’s broken or inefficient, and the authority to engineer the fix.

This role reports to the Head of Payments & Compliance Operations and is based in Warsaw, Poland, with a remote work model.

What You’ll Do

• Design, develop, and ship internal systems and automation that eliminate entire categories of operational toil, owning every problem end-to-end from initial diagnosis to permanent fix
• Build and maintain reconciliation infrastructure that keeps Wingspan’s ledger, bank records, and platform transaction data in continuous alignment, automatically and at scale
• Develop monitoring and alerting systems that surface funding health issues and payment anomalies in real time, ensuring problems are caught and resolved before they ever reach a customer
• Collaborate with Engineering, Product, and Finance to identify recurring operational patterns and translate them into platform-level improvements that raise the reliability ceiling for the entire system
• Contribute to the growth of our engineering culture by sharing knowledge, participating in code reviews, and proactively identifying opportunities to improve how the team builds, observes, and automates

Qualifications & Requirements

• 3+ years of experience in a software engineering or engineering-adjacent role with exposure to payment systems, backend services, or data pipelines
• Strong SQL skills, comfortable writing standalone scripts and using AI tools such as Claude Code, Open AI, etc
• Familiarity with RESTful APIs and backend services, with Node.js and TypeScript experience as a plus
• High autonomy and high accountability, you thrive in fast-moving environments and default to action over escalation

Compensation

We tailor compensation packages based on expertise, years of experience, certifications, and other relevant factors. Our comprehensive benefits and rewards are designed to help you thrive both professionally and personally.

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
• Medicover Sports Membership