Tax & Compliance Operations Lead

Check

Remote regions

US

Benefits

Unlimited PTO 16w maternity 16w paternity

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Responsibilities:

  • Own filing payment operations end-to-end within your scope: payment setup, verification, troubleshooting, and remediation.
  • Diagnose and resolve complex tax notices, determining root cause across filings, payments, agency systems, and internal workflows.
  • Drive complex corrections and reconciliations, escalating thoughtfully when tradeoffs or risk are involved.

Requirements:

  • 4-6+ years in payroll/tax operations with demonstrated expertise in payroll tax operations and compliance.
  • Strong judgment and escalation instincts: knows when to self-serve vs. when to pull in cross-functional partners.
  • Track record of process improvement: can spot patterns and help drive changes that reduce recurrence.

Benefits:

  • Company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance from day one.
  • Stock options, flexible PTO and sick leave, up to 16 weeks of fully paid parental leave, and a 401(k) retirement plan.
  • $100 monthly stipend for home internet and mobile phone expenses.

Check

Check is fixing the broken payroll system by building a modern payroll platform for businesses of every size. The company is a high-growth startup with a distributed team across the US, offering a culture that values creative problem-solving and grit.

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