Senior Tax and Compliance Analyst (Payroll)

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. . 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. . 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 required to travel occasionally to participate in project or team in-person meetings. What We Offer Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location. Compensation *Please note the salary range information provided applies only to candidates residing in California, Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, New Jersey, New York, Vermont, Washington D.C., and Washington State due to local requirements. Compensation for candidates in other locations will be discussed during the hiring process. Please note that hiring for this role is not restricted to the locations listed above. The estimated pay ranges for this role are as follows: Based in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C. : $87,840.00-$109,800.00). Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): $92,960.00-$116,200.00. Based in the San Francisco Bay area, California: $103,200.00-$129,00.00. This role may be eligible to participate in Twilio’s equity plan and corporate bonus plan. All roles are generally eligible for the following benefits: health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave. The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location. Applications for this role are intended to be accepted until 9/3/26 but may change based on business needs. Twilio thinks big. Do you? We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That's why we seek out colleagues who embody our values — something we call Twilio Magic . Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts. So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions. . Stay alert to recruitment fraud We care about your safety. Scammers sometimes impersonate Twilio recruiters through fake job postings, emails, websites, or messages. Please ensure you are engaging with an official @ twilio.com email address. We will never ask for payment, gift cards, cryptocurrency, or banking information during the recruiting process. We do not make job offers without a formal interview process or conduct interviews exclusively through text-based messaging apps. . Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally, Twilio participates in the E-Verify program in certain locations, as required by law.