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Staff Software Engineer

Check

$186,065 - $234,200
Nov 12, 2025
New York, NY, US • Remote, US
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Check is looking to solve the problem of building and scaling payroll businesses by simplifying the complex and making a real impact.

Requirements

  • Experience with staff level ownership and impact across an organization
  • Experience building complex systems (or within a regulated industry) that have scaled and changed over time
  • Proficient in debugging complex systems and handling critical incidents
  • Experience setting a technical strategy across teams
  • Proficiency in Python or Go (Django, React or Typescript is a plus)
  • Experience with cloud-native tools managed by IaC
  • Experience with traditional HTTP API paradigms and durable asynchronous execution frameworks

Responsibilities

  • Actively make Check better by working hands-on with gnarliest problems across engineering teams
  • Build prototypes for creative solutions to fail fast and expedite future development
  • Simplify how and what we’re building by shaping the system’s architecture
  • Role model clear, critical thinking through code, written proposals, or diagrams that illuminate problems and set direction
  • Architect and build scalable systems and services within our mono-repo, while taking ownership of end-to-end delivery from design to deployment
  • Coach your team by building genuine connections, embracing vulnerability, and working transparently
  • Share hot takes and candid, constructive feedback on ways we make our team or platform better

Other

  • Attend team offsites, events, and hackathons a couple of times a year
  • Attend our annual 3-day company retreat in the fall
  • 16 weeks of fully paid parental leave for all new parents
  • Flexible return-to-work
  • 9 annual holidays
  • 401k retirement plan
  • $100 monthly stipend for home internet and mobile phone expenses
  • Company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage
  • Stock options
  • Flexible PTO and sick leave