Software Engineer

Engineering Culture at Check

Engineering at Check works as one small team with a lot of ownership. We staff engineers on business priorities rather than fixed domains, and when something is stuck, people step in to move it forward instead of waiting on ownership boundaries. AI is central to how we build, and very little of our code is written by hand. That makes engineering judgment more important: deciding which problem to solve, defining what "done" means, and catching what the AI got wrong. A merged PR isn't the finish line. The work is done when it has had the intended impact.

About this role

As a Software Engineer early in your career, you'll ship real work on the platform that moves money, calculates taxes and runs compliance for thousands of businesses. You'll learn a complex, regulated domain quickly and build the judgment to turn messy real-world problems into software that partners and operators rely on.

What You'll Do

• Build and ship software that improves how partners, operators and internal teams run payroll on Check

• Use AI to learn unfamiliar systems quickly, explore approaches, and write and test code

• Own everything you ship, however it was written, so you can explain it, review it critically and debug it in production

• Define the impact you're aiming for before you start, then release early, iterate and follow through until you reach it

• Work directly with engineers, product and operations to understand problems from the people who have them

• Share what you learn so the team gets better at building with AI

• Take feedback and mentorship well, and keep raising your own quality bar

What We're Looking For

• High agency and curiosity, with a habit of running at problems and picking up context quickly

• Strong engineering fundamentals, so you can reason about systems and tradeoffs without an AI tool doing that thinking for you

• Hands-on experience building with AI tools, and the judgment to tell plausible output from correct output

• More interest in whether something worked than in how much code you wrote

• Clear communication with both technical and non-technical teammates

• Something you've built and are proud of, whether at work, in school or on your own

We don't require any particular programming language. You'll pick up our stack (Python/Django, React, TypeScript, AWS, Terraform, Postgres, Temporal, GitHub) as you go.

Location

This role requires a minimum of 2 days/week in-office, based in either NYC or SF.

What we offer

For full-time employees, Check offers company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on their first day of work. We also provide stock options, flexible PTO and sick leave, up to 16 weeks of fully paid parental leave for new parents, flexible return-to-work, 9 annual holidays, a 401k retirement plan, and a $100 monthly stipend for home internet and mobile phone expenses.

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