Software Engineer, Staff

Check · Remote · Remote · New York City, NY · San Francisco, CA ·
Fully remoteFull-timeSenior5+ years
COMPENSATION
$240k – $264k
0 applicants so far

Listed on the employer's job board (Ashby)

  • Staff level role
  • AI-centric workflow
  • Fully remote (US)
  • Complex systems focus
  • No specific language req

Check powers businesses that run payroll by providing embedded payroll infrastructure. As a Staff Engineer, you will tackle high-impact problems involving money movement, tax calculations, and compliance.

The engineering culture emphasizes ownership over fixed domains, with AI central to the build process. You will define what "done" means based on outcomes rather than just merged code, working across teams to simplify platform complexity.

What you'll do

  • Own company-level outcomes from problem identification to rollout
  • Set technical direction for complex, cross-team system architecture
  • Use AI tools to research, prototype, and build solutions rapidly
  • Establish engineering standards for AI usage and human judgment
  • Simplify platform complexity by spotting patterns across domains
  • Mentor senior engineers and raise quality bars through reviews
  • Collaborate with product and partners to define business outcomes

What you'll need

  • Staff-level experience building and operating complex systems at scale
  • Track record of driving multi-month efforts with measurable business impact
  • Deep hands-on experience building with AI tools and workflows
  • Ability to work autonomously on company-wide projects without formal authority
  • Skill in making fast, sound decisions under ambiguity
  • Comfort working cross-functionally with internal teams and external partners

Stack

  • Python
  • Django
  • React
  • TypeScript
  • AWS
  • Terraform
  • Postgres
  • Temporal
  • GitHub

How you'll work

  • Distributed team across the United States
  • Remote, hybrid, or office-based in NYC or San Francisco
  • Annual 3-day company retreat in spring
  • Remote work requires distraction-free environment

What you get

  • Meals provided on Tuesdays and Thursdays in office
  • Regular happy hours, game nights, and in-person events
  • Opportunities to attend team offsites and hackathons