Senior Tax and Compliance Analyst (Payroll) @Twilio

Overview

This remote position for a Senior Tax and Compliance Analyst at Twilio focuses on leading payroll tax compliance and ensuring regulatory adherence across multiple regions for a global 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.
• 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.

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 preferred.
• Experience navigating compliance for equity compensation (RSUs, stock options) across multiple tax jurisdictions is a plus.

Benefits

Twilio offers competitive pay, generous time off, parental and wellness leave, healthcare, a retirement savings program, and more. Offerings may vary by location.

Location

This role is remote but cannot be hired in CA, CT, NJ, NY, PA, WA.

How to Apply

For application details, please visit Twilio's career page.

Deadline

Applications are accepted until October 5, 2026.