Senior Tax and Compliance Analyst (Payroll)

Location: Remote - US; not eligible for hiring in California, Connecticut, New Jersey, New York, Pennsylvania, or Washington. Occasional travel may be required for project or team meetings.

Salary: $87,840–$109,800 for Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont, or Washington, D.C.; $92,960–$116,200 for New York, New Jersey, Washington State, or California outside the San Francisco Bay Area; $103,200–$129,000 for the San Francisco Bay Area, California. Compensation varies by location.

Company

Twilio provides communications solutions that help businesses and developers create personalized customer experiences.

What you will do

• Manage 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 and apply local social security taxes and international totalization agreements.
• Track changes in tax laws, statutory rates, and jurisdictional compliance requirements.
• Serve as the main contact for tax authorities, external auditors, and local payroll partners.
• Lead year-end reporting, including US W-2s, Canadian T4s, and LATAM statutory filings, while building scalable automation workflows.

Requirements

• 6+ years of payroll tax and compliance experience, preferably in a high-growth technology company.
• Expertise in US federal, state, and local taxes and Canadian provincial taxes.
• Advanced knowledge of multi-state taxation, trailing liabilities, and cross-border remote work risks.
• Proficiency with global payroll platforms such as Workday, OneSource Virtual, ADP, or Deel.
• Ability to translate complex statutory tax laws into clear corporate policies.

Nice to have

• Expertise in LATAM payroll regulations, including Brazil, Mexico, or Colombia.
• Certified Payroll Professional certification or equivalent international certification.
• Experience with equity compensation compliance across multiple tax jurisdictions.

Culture & Benefits

• Remote-first work with occasional in-person team, customer, or project meetings.
• Competitive pay, generous time off, parental and wellness leave.
• Healthcare insurance and a 401(k) retirement savings program.
• Potential eligibility for equity and corporate bonus plans.
• Benefits vary by location.

Hiring process

• Hiring decisions involve interviews with real Twilio employees; artificial intelligence may assist with process efficiency.
• Applications are expected to be accepted until September 3, 2026, subject to business needs.