Software Engineer, Staff

Check

• $135K — $160K *
US-Anywhere
+ 2 other locationsRemote
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of experience in software engineering with a focus on end-to-end project delivery.
  • Demonstrated experience in building internal tools or product systems for complex workflows.
  • Strong grasp of navigating ambiguous problems and translating them into structured designs.
  • Proficient in debugging across multiple services and identifying infrastructure-related issues.
  • Ability to effectively communicate technical trade-offs with both technical and non-technical teams.

Responsibilities

  • Design and build intuitive tools that simplify complex payroll systems.
  • Own projects from inception to rollout, focusing on real-world application and feedback.
  • Collaborate deeply with product, design, and operations to address workflows.
  • Develop tools that enhance visibility and dependability in payroll operations.
  • Optimize systems by refining workflows and architecture for better performance.
  • Demonstrate clear, critical thinking through thoughtful code and documentation.
  • Elevate the team's output quality through mentoring and constructive feedback.

Benefits

  • Remote, hybrid, or in-office work options available.
  • Team offsites and hackathons encouraged throughout the year.
  • Annual 3-day company retreat for all employees.
  • Regular meals provided in-office on specified days.
  • In-person events like happy hours and game nights to foster team camaraderie.
Full Job Description
About this role

As a Staff Software Engineer at Check, you'll combine strong engineering fundamentals and close collaboration with cross-functional partners to build software that meaningfully improves how payroll businesses operate.

You'll build 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
  • Run at complex problems across our platform, designing and building products that translate complex payroll infrastructure into intuitive tools for operators and partners.
  • Own projects end-to-end, from identifying the problem and shaping the solution through design, implementation, rollout, and iteration based on real-world usage.
  • Be a true partner to product, design, and operations by developing a deep understanding of the workflows and challenges faced by payroll operators and partners.
  • Build internal and partner-facing tools that improve the visibility, reliability, and explainability of how money moves through the payroll system.
  • Reduce friction in our systems by improving workflows, architecture, and tooling for both developers and operators.
  • Role model clear, critical thinking through code, proposals, and diagrams that help teams align and move forward together.
  • Raise the quality bar by working in the open, giving thoughtful feedback, mentoring teammates, and helping the team ship work we're proud of.


Who You Are
  • Experience with staff-level ownership and delivery of production systems end-to-end, from design through deployment and operation.
  • Experience building internal tools, developer platforms, or product systems that support complex operational workflows.
  • Ability to navigate ambiguous problem spaces and bring structure through thoughtful design and collaboration.
  • Comfort debugging complex systems and investigating issues that span multiple services or infrastructure layers.
  • Ability to articulate technical tradeoffs to engineers and cross-functional partners.
  • While we don't have requirements for programming languages, experience with or, at minimum, a desire to learn our current stack is helpful: Python/Django, React, Typescript, AWS, Terraform, Postgres, Temporal, Github.


Travel & Office Policy

The Check team is distributed across the US. Roles can be remote, hybrid, or based in one of our offices in New York City or San Francisco. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons throughout year. All Checketeers gather in the spring for our annual 3-day company retreat.

For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays and there are regular happy hours, game nights, and other in-person events.

Remote work at Check requires the ability to perform all responsibilities without distraction or disruption, while maintaining quality, effective communication, and productivity.

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