Jobs · Management · California

Tax & Payroll Operations Lead

Check · San Francisco, CA · 2 wk ago
HybridManagement$94k–$122k/yrFull-time

About The Role

As a Tax & Payroll Operations Lead focused on filing payments and notice diagnosis, you will be a key operator in the tax lifecycle—ensuring payments are accurate and timely, resolving complex agency notices, and applying strong judgment to ambiguous tax scenarios. You’ll bring a big-picture understanding of how filings, remittances, and downstream corrections connect, and you’ll help drive improvements that make our workflows more reliable and scalable.

Responsibilities

  • Own filing payment operations end-to-end within your scope (e.g., assigned jurisdictions): payment setup, verification, troubleshooting, and remediation when something goes wrong.
  • Diagnose and resolve complex tax notices, determining root cause across filings, payments, agency systems, and internal workflows.
  • Drive complex corrections and reconciliations (e.g., payment misapplies, reversals/reissues, under/overpayments), escalating thoughtfully when tradeoffs or risk are involved.
  • Partner with R&D / Product and cross-functional ops teams to inform system behavior and prevent repeat issues (better tooling, validations, automation, and documentation).
  • Identify patterns across payments + notices and propose improvements that reduce risk, shorten resolution times, and improve partner experience.

Requirements

  • 4-6+ years in payroll/tax operations
  • Demonstrated expertise in payroll tax operations/compliance (e.g., filings/remittances, notice resolution, corrections/amendments, reconciliations), and comfort owning tax decisions/tradeoffs
  • Startup or high-growth company background
  • Strong judgment and escalation instincts: knows when to self-serve vs. when to pull in the Tax & Compliance Manager / cross-functional partners
  • Track record of process improvement: can spot patterns and help drive changes that reduce recurrence (tooling, documentation, controls)
  • Startup instincts in practice: writes the runbook before one exists, creates lightweight controls/visibility, and turns recurring issues into a scalable fix (not just a workaround)
  • AI-forward mindset: uses AI tools to move faster (analysis, drafting, pattern recognition) while validating for correctness in regulated work
  • Strong communication skills. You can translate between team-level detail and leadership-level framing, and you know which audience needs which version
  • A genuine learner. You'll be getting fluent in a niche domain on the job, and you find that interesting rather than uncomfortable

Nice To Haves

  • Fintech or payroll platform experience is a plus (e.g., embedded payroll, payments, or compliance tooling)

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