Senior Tax and Compliance Analyst (Payroll)

T
TwilioTechnology
This role will be remote, but is not eligible to be hired in CA, CT, NJ, NY, PA, WA.Full-TimeSenior
SalaryBased in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C. : $87,840.00-$109,800.00. Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): $92,960.00-$116,200.00. Based in the San Francisco Bay area, California: $103,200.00-$129,00.00.
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Job Details

Experience
6+ years
Required Skills
ComplianceWorkday

Requirements

  • 6+ years of payroll tax and compliance experience, ideally within a high-growth technology company.
  • Proven expertise in US federal, state, and local taxes, as well as Canadian provincial taxes.
  • Advanced knowledge of multi-state taxation, trailing liabilities, and cross-border remote work risks.
  • Proficiency with global payroll platforms (e.g., Workday, One Source Virtual, ADP, Deel, etc).
  • Exceptional ability to translate complex statutory tax laws into clear, actionable corporate policies.
  • Expertise in LATAM payroll regulations (e.g., Brazil, Mexico, Colombia) is desired.
  • Certified Payroll Professional (CPP) or equivalent international certification is desired.
  • Experience navigating compliance for equity compensation (RSUs, stock options) across multiple tax jurisdictions is desired.

Responsibilities

  • Manage all payroll tax compliance, filings, and reconciliations across the US, Canada, and LATAM.
  • Monitor employee movement across US states and international borders to ensure accurate tax withholding.
  • Evaluate corporate tax footprint implications resulting from remote worker locations.
  • Ensure correct application of local social security taxes and international totalization agreements.
  • Track changing tax laws, statutory rates, and local compliance requirements in all active jurisdictions.
  • Act as the primary point of contact for tax authorities, external auditors, and local payroll partners.
  • Lead year-end tax reporting processes, including US W-2s, Canadian T4s, and local LATAM statutory filings.
  • Build scalable internal workflows to automate tax adjustments for mobile employees.
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Based in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C. : $87,840.00-$109,800.00. Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): $92,960.00-$116,200.00. Based in the San Francisco Bay area, California: $103,200.00-$129,00.00.
Apply Now