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Operations Associate

Check Technologies
CompanyCheck Technologies
CategoryOperations & Admin
LocationNew York
RemoteOn-site (inferred)
EmploymentNot stated
LevelNot stated
SalaryUSD 78k–88k
Posted11 Jun 2026
Last verified30 Jul 2026
SourceEmployer career page (ashby)
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Description
ABOUT CHECK Payroll is broken. Come fix it alongside a team that’s as passionate as you are! At Check, 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. On our team you'll use creative problem-solving, critical thinking, and grit to simplify the complexity of payroll for thousands of employers of every size, across all industries. We ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our mission: make paying people simple. - Check out the full story https://www.generalist.com/briefing/check - Tune in https://open.spotify.com/episode/6qJMGPkqJVxEFPJRvnc9ml?si=6ea8c2b634374b18 Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses. THE TEAM AND ROLE Check is hiring a founding cohort for a new role at Check: Operations Associate. We’re excited to bring on a new set of team members we believe have the instincts and drive to grow into different functions across the company. You'll start on the Tax Resolution team. Tax Resolution is the detective unit of Check: when agencies send notices about payroll filings or payments, we're the ones who dig in, figure out what happened, and fix it fast. It's one of the highest-signal environments we have: you'll see how payroll and tax infrastructure actually works, what breaks, and why, and you'll be accountable for real outcomes from day one. There's no better place to develop a ground-floor understanding of the domain that Check is rebuilding. WHERE YOU’LL GO FROM THERE We want associates that ramp well to grow into other areas of the business. As you learn more about Check, its partners, and its operations, we think you'll be well primed to fit into different functions at Check. Imagine yourself: - Owning an operations function - changing how our internal processes work given your knowledge of where the friction actually lives - Becoming an expert in a domain - researching and advising on an area Check facilitates for its partners - Jumping into R&D - writing product requirements that get shipped to help our operators We believe that hiring a group of generalists who learn the business of Check inside and out will give us a bench of future leaders who understand both the intricacies of payroll and the needs of the partners we serve. If you’re looking for a high ownership environment, are excited for growth opportunity, and are a fast learner, we want to talk to you! 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. We don't have a field or background requirement. We care about how you think, not what you studied. 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 consequent
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