Software Engineer, Payment Operations (Remote) at Wingspan – Build the Infrastructure That Powers Modern Contractor Payments

 



The future of work is increasingly powered by independent contractors, freelancers, and distributed teams. As businesses embrace flexible workforces, the demand for reliable payroll, payment, and compliance platforms continues to grow. Behind these platforms are skilled software engineers who build the systems that ensure every payment is processed accurately, securely, and on time.

Wingspan is currently hiring a Software Engineer, Payment Operations for its engineering team. This opportunity is ideal for software engineers who enjoy backend development, payment infrastructure, automation, and financial technology. If you have experience with SQL, backend services, APIs, and modern engineering practices, this role offers the chance to work on mission-critical payment systems while helping reshape the future of contractor payroll.


About Wingspan

Wingspan is a financial technology company that provides an all-in-one payroll platform built specifically for independent contractors and businesses that rely on flexible workforces. The platform simplifies contractor onboarding, payments, invoicing, tax compliance, and benefits administration, allowing organizations to manage contractor relationships efficiently.

Headquartered in New York, Wingspan operates with distributed teams across the United States, Poland, and the United Kingdom. The company is backed by leading investors, including Andreessen Horowitz (a16z) and Touring Capital, and continues to expand its innovative payroll and payment solutions for businesses worldwide.


About the Software Engineer, Payment Operations Role

The Software Engineer will join the Payment Operations team, focusing on the systems that ensure every payment moving through the Wingspan platform is accurately reconciled, monitored, and processed.

Rather than working solely on customer-facing features, this role emphasizes building reliable internal tools, payment automation, reconciliation systems, and monitoring infrastructure that improve operational efficiency and reduce manual work.

Engineers in this position collaborate closely with Engineering, Finance, Product, and Payment Operations teams to continuously improve platform reliability.


Key Responsibilities

Build Internal Payment Systems

A primary responsibility is developing internal software that automates payment operations.

Responsibilities include:

  • Designing internal applications.
  • Developing automation tools.
  • Improving payment workflows.
  • Eliminating repetitive operational tasks.
  • Delivering production-ready solutions.

Automation allows payment teams to operate more efficiently while reducing operational risk.


Develop Reconciliation Infrastructure

Accurate financial records are critical for any payment platform.

Responsibilities include:

  • Building reconciliation systems.
  • Matching payment records.
  • Synchronizing banking data.
  • Maintaining transaction accuracy.
  • Supporting financial reporting.

Reliable reconciliation infrastructure helps ensure every transaction is accounted for correctly.


Monitor Payment Health

The successful candidate will help develop systems that detect operational issues before customers experience them.

Typical work includes:

Proactive monitoring improves platform reliability and customer satisfaction.


Collaborate Across Teams

Software Engineers regularly work alongside:

  • Product Managers.
  • Finance teams.
  • Payment Operations.
  • Backend Engineers.
  • Engineering leadership.

Cross-functional collaboration helps identify recurring operational challenges and transform them into scalable software improvements.


Improve Engineering Practices

Engineers are encouraged to contribute beyond coding by:

  • Participating in code reviews.
  • Sharing technical knowledge.
  • Improving engineering workflows.
  • Identifying automation opportunities.
  • Supporting continuous platform improvements.

These contributions strengthen both software quality and engineering culture.


Required Qualifications

Candidates should generally possess:

  • Three to five years of software engineering or related experience.
  • Experience working with payment systems, backend services, or data pipelines.
  • Strong SQL skills.
  • Ability to write standalone scripts.
  • Familiarity with RESTful APIs.
  • Strong analytical thinking.
  • High level of ownership and accountability.
  • Ability to work independently in fast-paced environments.


Preferred Technical Skills

Applicants with the following experience may have a competitive advantage:

  • Node.js.
  • TypeScript.
  • Backend application development.
  • Payment infrastructure.
  • Google Cloud Platform (GCP).
  • MongoDB.
  • Artificial intelligence development tools.
  • Financial technology systems.

Experience with distributed systems and financial operations is especially valuable.


Benefits of Working at Wingspan

Wingspan offers an attractive benefits package designed to support both personal well-being and professional growth.

Benefits include:

  • Unlimited paid vacation.
  • Competitive stock option package.
  • $300 work-from-home equipment stipend.
  • High-performance 14-inch MacBook Pro.
  • Travel stipend for company off-site meetings.
  • Medicover Sports Membership.
  • Career development opportunities within a fast-growing fintech startup.


Career Growth Opportunities

Professionals who perform well in this role may progress into positions such as:

  • Senior Software Engineer.
  • Backend Engineer.
  • Payments Platform Engineer.
  • Staff Software Engineer.
  • Engineering Manager.
  • Payment Infrastructure Lead.

Experience building payment systems is highly valuable across fintech, banking, payroll technology, and SaaS companies.


Why This Opportunity Stands Out

Payment infrastructure forms the backbone of every financial technology platform. Engineers working in payment operations solve complex challenges involving transaction accuracy, reconciliation, automation, and operational reliability.

Joining Wingspan allows you to:

  • Build software that powers contractor payments.
  • Work with modern backend technologies.
  • Develop expertise in fintech infrastructure.
  • Collaborate with experienced engineering teams.
  • Contribute to one of the fastest-growing sectors in financial technology.

For engineers who enjoy solving real-world operational problems with scalable software, this role provides meaningful work and long-term career growth.


How to Apply

Application Link:

Applicants should prepare an updated resume highlighting experience with SQL, backend development, APIs, payment systems, and automation. According to the official job description, the role follows a remote work model based in Warsaw, Poland, and candidates should review the location and employment requirements before applying.


Final Thoughts

The Software Engineer, Payment Operations position at Wingspan offers an exciting opportunity to build the technology that powers secure, reliable contractor payments at scale.

From designing reconciliation infrastructure and monitoring systems to automating payment workflows and improving operational efficiency, this role combines challenging engineering work with meaningful business impact. If you're passionate about backend development, fintech, and modern payment systems, Wingspan provides an excellent environment to grow your career.

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