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CheckCheckNew York, NY

Payroll & Tax Support Associate

Resolve tax notices and engage with agencies to fix payroll compliance issues. Strong curiosity, clear writing, and fast learning required; no prior tax experience needed.

77k – 87k
On-siteFinance & Accounting

About the role

What you'll do

  • 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.

What we're looking for

  • 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're okay not knowing things yet, but you learn fast. You can make progress in ambiguity, and pick up new concepts quickly.

What we offer

  • Company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on their first day of work.
  • 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.
  • In New York, the expected salary for the role is between $77,000 - $87,000 per year.

Skills

Payroll Tax ComplianceTax Notice ResolutionFederal And State Agency CommunicationRoot Cause InvestigationSop DocumentationPenalty AbatementPayroll SystemsRegulatory Research
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