Senior Tax and Compliance Analyst (Payroll)

About this role

Who we are

At Twilio, we’re shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences.

Our dedication to remote-first work, and strong culture of connection and global inclusion means that no matter your location, you’re part of a vibrant team with diverse experiences making a global impact each day. As we continue to revolutionize how the world interacts, we’re acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.

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Hiring and how we work

We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!

Also, while we are a remote-first company, you may be asked to report in person on an ad-hoc basis for team gatherings, functional off-sites or customer meetings.

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See yourself at Twilio

Join the team as Twilio’s next Senior Tax and Compliance Analyst.

About the job

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.

We are looking for a Senior Tax and Compliance Analyst to oversee payroll tax compliance and mobility regulations across the US, Canada, and LATAM. This role requires expert knowledge of complex tax laws and social security frameworks to manage a highly mobile, fast-growing tech workforce. Reporting to the Senior Manager Americas Payroll, you will drive risk mitigation, compliance accuracy, and scalable process improvements within a dynamic multinational environment.

Responsibilities

In this role, you’ll:

• 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.

Qualifications

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!

Required:

• 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.

Desired:

• Expertise in LATAM payroll regulations (e.g., Brazil, Mexico, Colombia).

• Certified Payroll Professional (CPP) or equivalent international certification.

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

Location

This role will be remote, but is not eligible to be hired in CA, CT, NJ, NY, PA, WA.

Travel

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be requi