FlexHired LogoFlexHired

Job Summary

This role involves building and architecting scalable, cloud-native systems using technologies such as Python, Django, React, Typescript, AWS, and Terraform. The candidate will work on complex background jobs and distributed system design, taking ownership from design through deployment. The position requires strong problem-solving skills, experience with system resilience and scaling, and the ability to drive technical strategies across teams. It offers opportunities for collaboration, mentorship, and impact within a mission-driven company focused on innovating payroll solutions.

Required Skills

Terraform
Python
Critical Thinking
React
AWS
Debugging
Distributed Systems
System Design
TypeScript
Technical Strategy
API Development
Infrastructure as Code
Postgres
Django
Software Architecture
Temporal
GitLab
Resiliency
Scaling
Regulated Industry Experience

Benefits

Parental Leave
Stock Options
Medical Insurance
Dental Insurance
Vision Insurance
Life Insurance
Flexible PTO
Paid Holidays
Disability Insurance
Company Retreats
Retirement Plan (401k)
Sick Leave
Home Internet Stipend
Mobile Phone Stipend
Office Meals
Office Events

Job Description

Building at Check

At Check, we make paying people simple. In doing that, we’re not just building our own business— we’re building payroll businesses together with every one of our partners. As the inventors of embedded payroll, we’re redefining how people get paid and making it easier for payroll businesses to launch, grow, and thrive. Check out the full story | Tune in.

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses.

Our Team

Payroll is broken. Come fix it alongside a team that’s as passionate as you are! At Check, you'll use creative problem-solving, critical thinking, and grit to impact every business we build. We view problems to solve and jobs to be done as opportunities to contribute to the solution; we ignore conventional role boundaries in favor of the unique strengths and value each builder brings to our team and to our mission.

Join us if you’re ready to roll up your sleeves and redefine payroll. Let’s simplify the complex, make a real impact, and create a better future for businesses of every size.

The Work

At Check, you’ll merge your engineering know-how with your passion for making a real impact. We build using cloud-native tools managed by IaC, running a Python modular monolith that employs the best principles of distributed systems while maintaining the simplicity and ownership of a mono-repo. Our stack builds on traditional HTTP API paradigms and durable asynchronous execution frameworks to orchestrate complex and dynamic background jobs to do everything from moving money to filing taxes.

In this role, you will:

  • Actively make Check better by working hands-on with our gnarliest problems across engineering teams.
  • Build prototypes for creative solutions to fail fast and expedite future development.
  • Share hot takes and candid, constructive feedback on ways we make our team or platform better.
  • Coach your team by building genuine connections, embracing vulnerability, and working transparently.
  • 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.

Our Stack:

  • Python/Django for our API
  • React and Typescript for our frontends
  • AWS and Terraform for our cloud infrastructure
  • Postgres for our database
  • Temporal for workflow orchestration
  • GitLab for issue tracking and CI/CD

Tools for the job:

  • 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
  • Resiliency solving highly ambiguous problem or creating structure for collaboration
  • 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)

Travel and Office Policy:

Building Together on Common Ground. The Check team is distributed across the US, and we have offices in New York City and San Francisco. While we embrace remote work, time together in person is where we do our best work. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons a couple of times a year! We expect all employees to attend our annual 3-day company retreat in the fall.

For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays and the team hosts regular happy hours, game nights, etc.

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, 16 weeks of fully paid parental leave for all 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.

The actual annual salary for this role depends on each candidate’s experience, qualifications, and work location. Most new hires are placed near the midpoint of this range to ensure fairness with our existing team’s compensation.

  • In San Francisco, NYC, LA, and Seattle, the expected range is between $225,000 and $247,500.
  • For all other locations, the expected range is between $214,000 and $235,400.

We accept applications on an ongoing basis with no specified deadline.

Check is proud to be an Equal Opportunity employer. We do not discriminate based on race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process.

Check participates in E-Verify and will provide the federal government with Form I-9 information from all new employees to confirm that they are authorized to work in the U.S. Check does not use E-Verify to pre-screen applicants.

Interested in this job?

Application deadline: Open until filled

Logo of Check

Check

Seamless payroll for your customers and new revenue streams for you by partnering with Check. Trusted by platforms of all sizes.

See more jobs
Date PostedMay 30th, 2025
Job TypeFull Time
LocationNew York City or Remote
SalaryCompetitive rates
Exciting remote opportunity (requires residency in United States) for a Staff Software Engineer at Check. Offering competitive salary (full time). Explore more remote jobs on FlexHired!

Safe Remote Job Search Tips

Verify Employer Thoroughly

Research the company's identity thoroughly before applying. Check for a professional website with contacts, active social media, and LinkedIn profiles. Verify details across platforms and look for reviews on Glassdoor or Trustpilot to confirm legitimacy.

Never Pay to Get a Job

Legitimate employers never require payment for applications, training, background checks, or equipment. Always reject upfront payment requests or demands for bank details, even if they claim it's for purchasing necessary work gear on your behalf.

Safeguard Your Personal Information

Protect sensitive data like SSN, bank details, or ID copies. Share this only after accepting a formal, written job offer. Ensure it's submitted via a secure company system or portal, never through insecure channels like standard email attachments.

Scrutinize Communication & Interviews

Watch for communication red flags: poor grammar, generic emails (@gmail), vague details, or undue pressure. Be highly suspicious of interviews held only via text or chat apps; legitimate companies typically use video or phone calls.

Beware of Unrealistic Offers

If an offer's salary or benefits seem unrealistically high for the work involved, be cautious. Research standard pay for similar roles. Offers that appear 'too good to be true' are often scams designed to lure you into providing information or payment.

Insist on a Formal Contract

Always secure and review a formal, written job offer or employment contract before starting work or sharing final personal details. Ensure it clearly defines your role, compensation, key terms, and conditions to avoid misunderstandings or scams.

Related Jobs

Full Time
New York City or Remote

Subscribe Newsletter

Never miss a remote job opportunity. Subscribe to our newsletter today and receive exclusive job alerts, career advice, and industry insights delivered straight to your inbox.