Operations Associate

About Check

Check is redefining payroll infrastructure by simplifying the complexities for thousands of employers. We're passionate about building payroll businesses together with our partners.

Operations Associate

We're hiring a founding cohort for a new role at Check: Operations Associate. This role is available to candidates based in the NYC area.

What you'll do now

• Triage and resolve incoming tax notices, keeping partners updated with clear, timely status on each case.
• Engage directly with federal, state, and local agencies to drive resolution and pursue penalty abatement where possible.
• Investigate the root cause of every notice by researching agency rules, payroll history, and filing records — and document what you find.
• Maintain SOPs and update runbooks as you learn — your documentation will help the next person, and will show us how you think.

What we're looking for

• Any major. Any degree. Any ambition.
• The best people for this program share a few things in common:
• You want to understand things deeply.
• You don't just complete a task — you want to actually understand why something works the way it does.
• You ask the follow-up question. You read the footnotes.
• You know how to find an answer. When you hit a wall, you figure out how to get around it.
• You don't wait to be handed information.
• You write clearly. You can take a confusing situation and explain it in plain language to someone who doesn't have the full context.
• You catch details. The work here is consequential — small errors matter, and you're the kind of person who notices them.
• You learn fast. You can make progress in ambiguity, and pick up new concepts quickly.

Strong Application Looks Like

• Writing that's direct and specific. Your cover letter should sound like you actually wrote it, and should be specific to Check and this role.
• Evidence you've gone deep on something. A thesis, a class project you went way beyond the assignment on, something you taught yourself because you were curious about it. Show us you know how to build real understanding, not just skim the surface.
• A problem you solved. Tell us about something you figured out, built, fixed, or improved. We want to see how you approach a hard problem.

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 throughout the year. All Checketeers gather in the spring for our annual 3-day company retreat.
• 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.

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.

Reasonable Accommodations

Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process.

E-Verify Participation

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.