Senior Software Engineer at Check

About Check

Payroll is broken. It's still running on decades-old infrastructure. We're rebuilding it.

We don't run payroll ourselves — we power the businesses that do. As the inventors of embedded payroll, we're redefining how people get paid and making it easier for those businesses to launch, grow, and thrive.

On our team, you'll use creative problem-solving, critical thinking, and grit to simplify the complexity of payroll for thousands of employers of every size, across all industries. We ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our mission: make paying people simple. Check out our origin story!

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses. See how it works for our partners.

Engineering Culture at Check

At Check, engineering operates as one team. Engineers are staffed based on business priorities, not tied to fixed domains. Engineers stay close to the work and to each other’s decisions. The team is small and operates with a high level of ownership. Work does not sit waiting on ownership boundaries, and people step in to move things forward when something is stuck.

About this Role

As a Senior Software Engineer at Check, you’ll use your technical knowledge and product sense to build features that make a real impact. You'll contribute to the platform that powers money movement, tax calculations, and compliance workflows for thousands of businesses. By turning complex infrastructure into clear, reliable systems for our partners, you'll allow teams to run payroll confidently and help thousands of people get paid.

What You'll Do

• Lead end-to-end problem-solving, from conception to implementation, often stepping out of your lane and partnering with new perspectives to land innovative solutions.

• Build prototypes for creative solutions to the problems you’re solving.

• Share hot takes and candid, constructive feedback to improve your team.

• Improve your team’s quality bar through contributions, reviews, and team operations.

• Simplify the team's domain by spotting patterns, building expertise within your team’s domain, and questioning the status quo.

• Make decisions and hone your judgment by documenting clear, critical thinking and evaluating options.

• Grow your team by building genuine connections, embracing vulnerability, and working transparently.

What We're Looking For

• Senior-level experience building complex systems or working within regulated industries, with a focus on scaling.

• Ability to work autonomously on team-wide projects that deliver impact for the business.

• Experience working in a cross-functional, collaborative environment while managing multiple internal stakeholders and end customers.

• Track record of high-quality, quick decision-making influenced by learned experience.

• Curiosity and tenacity to debug complex problems in intricate systems.

• While we don't have requirements for programming languages, a desire to learn our current stack is required: Python/Django, React, TypeScript, AWS, Terraform, Postgres, Temporal, GitHub.