Drimva

Robinhood

Senior Payroll Tax Specialist

$78K–$118K

Chicago, IL +5 · Senior · Full-time · Posted Oct 29, 2026

Location
Chicago, IL
Menlo Park, CA
New York, NY
Chicago, IL
Menlo Park, CA
New York, NY
Experience
8+ years; international experience is a plus.
Education
Bonus: bachelor's degree in Finance, Accounting, Taxation, or a related field (or equivalent practical experience).

About the job

Own payroll tax operations, configuration, reporting, reconciliations, and compliance across US, Canadian, and global entities.

What you'll do

  • Configure and test withholding tax rules in Workday and run payroll tax processing and reporting across payroll cycles.
  • Reconcile payroll tax liabilities, resolve historical discrepancies, and lead quarter-end, year-end, and audit readiness.
  • Manage tax agency notices and provider relationships, and deliver reporting and analysis to partner teams.

What they ask for

  • 8+ years of progressive, hands-on payroll tax experience across US and Canadian payroll.
  • Hands-on experience configuring and maintaining payroll tax rules in an enterprise ERP and working with third-party tax filing providers.
  • Knowledge of payroll tax reconciliation, filings, corrections, and amendments.
  • Advanced Excel skills and comfort using AI tools to streamline reconciliations and filings.

Nice to have

  • International payroll experience; Workday Payroll preferred.
  • Certified Payroll Professional (CPP); bachelor's degree in Finance, Accounting, Taxation, or a related field (or equivalent practical experience).

Pay

$100,000 — $118,000 USD (base pay); $88,000 — $104,000 USD (base pay); $78,000 — $92,000 USD (base pay)

Tools

Workday, Workday Payroll, ADP SmartCompliance, Excel, AI tools

AI focus

Use AI tools to streamline reconciliations and filings.

Model-written summary · the original posting is authoritative

First seen Oct 30, 2026 · Last verified Nov 5, 2026 (UTC)