Tech Lead Manager

About Check

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 ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our team, and our mission. We simplify the complex, make a real impact, and create a better future for businesses of every size.

As a Tech Lead Manager at Check, you'll be responsible for turning complex, high-impact problems into solutions that help over a million people get paid. You'll act as both a mentor, leader, and force multiplier both by doing the work and amplifying the work of our team. Through your close partnership with product and operations, you'll define the roadmap and workflow improvements that will help our business (and the businesses that rely on Check's infrastructure) reach the next stage of growth.

What You'll Work On

• Scaling systems that power payroll calculations, tax payments, and filings as volume and complexity increase.

• Designing services that move and reconcile money across parties, while making results clear and traceable for partners.

• Supporting new businesses as they migrate large employer bases onto Check's infrastructure.

• Using AI to automate complex operational workflows, such as tax notice triage and reducing manual employer setup work.

What We're Looking For

• 5+ years of experience building complex software and delivering production systems end-to-end

• 1-2 years of experience leading or managing a team

• A desire to continue being hands-on and building with your team

• A track record of driving business outcomes as well as upleveling IC engineers around you

• Passion for improving engineering workflows and experimenting with AI

• While we don't have requirements for programming languages, a desire to learn our current stack is helpful: Python/Django, React, Typescript, AWS, Terraform, Postgres, Temporal, Github.

Engineering Culture at Check

At Check, engineering operates as one team. Engineers are staffed based on business priorities, not tied to fixed domains. Engineers stay close to the work and to each other’s decisions. The team is small and operates with a high level of ownership. Work does not sit waiting on ownership boundaries, and people step in to move things forward when something is stuck.

Compensation & Benefits

Check is proud to offer full-time employee benefits that support a healthy life outside of work for individuals of different backgrounds.

• Medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on your first day of work.

• Flexible PTO and sick leave - 9 company holidays, 16 weeks of fully paid parental leave for new parents with flexible return-to-work

• 401k retirement plan

• $100 monthly stipend for home internet and mobile phone expenses

Your actual base salary and equity will depend on your experience, qualifications, and work location. Most new hires are placed near the midpoint of the listed range to ensure equitability on our team.

• San Francisco, NYC, LA, and Seattle - $225,000 and $247,500

• For all other locations in the US - $214,000 and $235,400

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

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 a couple of times a year. All Checketeers gather in the spring for a required 3-day company offsite.

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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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, provided they are consistent with applicable federal, state, and local laws. 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.