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Senior Tax and Compliance Analyst (Payroll)

TwilioCloud Communications company
Remote$87,840.00-$129,000.00Senior
Union Square Ventures logo
Union Square Ventures
Bessemer Venture Partners logo
Bessemer Venture Partners
Redpoint Ventures logo
Redpoint Ventures
Draper Fisher Jurvetson (DFJ)
Fidelity
T Rowe Price
FinanceNew

About the role

TL;DR

Lead payroll tax compliance and regulatory adherence for a global, mobile workforce.

  • This position is needed to lead payroll tax compliance and regulatory adherence across multiple regions, ensuring risk mitigation and operational efficiency for a global, mobile workforce.
  • Key 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.
  • Track changing tax laws, statutory rates, and local compliance requirements in all active jurisdictions.
  • Lead year-end tax reporting processes, including US W-2s, Canadian T4s, and local LATAM statutory filings.
  • 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.
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Required skills

TaxCompliance ManagementWorkdayExcel

Nice-to-have skills

Risk Management

Benefits & perks

health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave, equity, bonus

Tech stack

WorkdayExcelPowerPoint

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