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Twilio is seeking a Senior Tax and Compliance Analyst to lead payroll tax compliance and regulatory adherence across the US, Canada, and Latin America. This role manages a complex, globally distributed workforce and requires deep expertise in multi-jurisdictional tax law, social security frameworks, and remote work regulations.
Key responsibilities include:
- Manage payroll tax compliance, filings, and reconciliations across US, Canada, and LATAM regions
- Monitor employee movement across state and international borders to ensure accurate tax withholding and compliance
- Evaluate corporate tax footprint implications from remote worker locations
- Ensure correct application of local social security taxes and international totalization agreements
- Track evolving tax laws, statutory rates, and compliance requirements across all active jurisdictions
- Serve as primary contact for tax authorities, external auditors, and local payroll partners
- Lead year-end tax reporting processes including US W-2s, Canadian T4s, and LATAM statutory filings
- Build scalable internal workflows to automate tax adjustments for mobile employees
Required qualifications:
- 6+ years of payroll tax and compliance experience, preferably in high-growth tech
- Proven expertise in US federal, state, and local taxes plus Canadian provincial taxes
- Advanced knowledge of multi-state taxation, trailing liabilities, and cross-border remote work risks
- Proficiency with global payroll platforms (Workday, One Source Virtual, ADP, Deel, etc.)
- Strong ability to translate complex tax laws into clear corporate policies
Desired qualifications include LATAM payroll expertise (Brazil, Mexico, Colombia), Certified Payroll Professional (CPP) certification, and experience with equity compensation across tax jurisdictions. The role reports to the Senior Manager Americas Payroll and requires occasional travel for team meetings. Note: not eligible for hire in CA, CT, NJ, NY, PA, or WA.
About Twilio
SaaS / Enterprise Software — authentication and identity infrastructure for developers.
