Senior Tax and Compliance Analyst (Payroll)
for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule). Use - for any list of duties/requirements/benefits, and
for prose. Do NOT repeat the job title as a heading (the page already shows it) and do NOT put Job ID / requisition numbers as headings — fold minor metadata into a short
or drop it. Preserve ALL substantive information; do NOT invent or summarize away detail. Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions. IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text (e.g. "commensurate with experience", "not specified", "N/A", "varies", "TBD") and never create Pay/Schedule/Benefits sections unless the posting actually states them. Prefer a few substantive sections over many thin ones. Output ONLY the HTML fragment — no /, no markdown code fences.
Thus we need to decide which sections to include based on content.
We have:
- Who We Are: description of Twilio, remote-first, etc. Could be "About the company" but not required heading list. Could be a section like "About Twilio" but not in prescribed list. The instruction says use
for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule). It suggests those are examples; we can use other headings? Probably we should stick to those headings where applicable. But we can also include other headings if needed? The instruction: "use for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule)." It implies we should use those headings for sections; but we can also have other headings if needed? Safer to use those headings where appropriate. For "Who We Are" maybe we can treat as "About the role"? No, that's about the role. "Who We Are" is about company. Could be omitted? But we must preserve ALL substantive information. So we need to include that info somewhere. Could put it in a
without a heading? The instruction says use
for section headings (e.g...). It doesn't forbid having prose without heading. So we can have a
for the "Who We Are" paragraph without a heading. Then we have "Hiring And How We Work" maybe also as prose.
Then "About The Job" could be heading "About the role". That matches example. So we can have
About the role
with the paragraph.
Then "Responsibilities" heading Responsibilities
with - items.
Then "Qualifications" heading
Qualifications
with required and desired maybe as .
Then "Location" maybe as a short (not a heading). Or could be "Location" as heading? Not in list but could be okay. But we should avoid thin sections. Location is specific: remote, not eligible in certain states. We'll include as
.
Then "Travel" maybe as
.
Then "What We Offer" could be
Benefits
(since benefits). Provide list of benefits.
Then "Compensation" could be Pay
with salary ranges.
We should not include Schedule section because not present.
We must remove boilerplate: EEO, scam warning, etc. Also remove "Applications for this role are intended to be accepted until 9/18/26 but may change based on business needs." That's application instruction? Might be considered boilerplate; but it's a date. Might be considered application instruction? Probably remove. Also remove "Twilio thinks big..." etc. That's motivational fluff; maybe considered boilerplate? It's not required substantive info? It's fluff; we can remove. Also remove "Stay alert to recruitment fraud" etc. Remove EEO paragraph. Remove "We also consider qualified applicants with criminal histories..." etc. Remove E-Verify mention.
We must preserve all substantive information: who we are, hiring and how we work, about the job, responsibilities, qualifications, location, travel, what we offer (benefits), compensation.
We need to ensure we don't repeat job title as heading. Already not.
We need to not put Job ID/requisition numbers as headings (none present).
We need to output only HTML fragment.
Let's extract substantive content.
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.
That's basically a call to action; maybe we can incorporate into About the role? But we already have About the role separate. Could treat as part of About the role.
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 bullet list:
- 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:
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."
Then list of benefits: "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."
We should combine.
Compensation:
We have salary ranges with location-based specifics.
We need to present that as Pay section.
Compensation paragraph:
"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."
We need to clean up formatting: there are some stray parentheses and missing closing parentheses. We'll keep as is but maybe fix minor typos? The instruction: Preserve ALL substantive information; do NOT invent or summarize away detail. So we should keep the exact text, but we can correct obvious typos? It says do not invent or summarize away detail. Changing punctuation might be considered altering detail? Safer to keep as is, but we can fix obvious formatting errors like missing closing parenthesis? Might be considered altering. I'd keep as is but maybe ensure readability.
We'll output HTML:
Who We Are paragraph
Hiring And How We Work paragraph
About the role
About The Job paragraph
Responsibilities
- ...
...
Qualifications
- Required:
... maybe we need to separate required and desired? Could have two sublists? But we can just list all items with indication. Could do - Required: ...
etc. But we must use - for any list of duties/requirements/benefits. So we can have nested? Probably just list each bullet.
We'll do:
Qualifications
- 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).
for prose. Do NOT repeat the job title as a heading (the page already shows it) and do NOT put Job ID / requisition numbers as headings — fold minor metadata into a short
or drop it. Preserve ALL substantive information; do NOT invent or summarize away detail. Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions. IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text (e.g. "commensurate with experience", "not specified", "N/A", "varies", "TBD") and never create Pay/Schedule/Benefits sections unless the posting actually states them. Prefer a few substantive sections over many thin ones. Output ONLY the HTML fragment — no /, no markdown code fences. Thus we need to decide which sections to include based on content. We have: - Who We Are: description of Twilio, remote-first, etc. Could be "About the company" but not required heading list. Could be a section like "About Twilio" but not in prescribed list. The instruction says use
for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule). It suggests those are examples; we can use other headings? Probably we should stick to those headings where applicable. But we can also include other headings if needed? The instruction: "use for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule)." It implies we should use those headings for sections; but we can also have other headings if needed? Safer to use those headings where appropriate. For "Who We Are" maybe we can treat as "About the role"? No, that's about the role. "Who We Are" is about company. Could be omitted? But we must preserve ALL substantive information. So we need to include that info somewhere. Could put it in a
without a heading? The instruction says use
for section headings (e.g...). It doesn't forbid having prose without heading. So we can have a
for the "Who We Are" paragraph without a heading. Then we have "Hiring And How We Work" maybe also as prose. Then "About The Job" could be heading "About the role". That matches example. So we can have
About the role
with the paragraph. Then "Responsibilities" headingResponsibilities
with- items.
Then "Qualifications" heading
Qualifications
with required and desired maybe as- .
Then "Location" maybe as a short
- ... ...
- Required: ... maybe we need to separate required and desired? Could have two sublists? But we can just list all items with indication. Could do
- Required: ... etc. But we must use
- for any list of duties/requirements/benefits. So we can have nested? Probably just list each bullet.
We'll do:
Qualifications
- 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).
(not a heading). Or could be "Location" as heading? Not in list but could be okay. But we should avoid thin sections. Location is specific: remote, not eligible in certain states. We'll include as
. Then "Travel" maybe as
. Then "What We Offer" could be
Benefits
(since benefits). Provide list of benefits. Then "Compensation" could bePay
with salary ranges. We should not include Schedule section because not present. We must remove boilerplate: EEO, scam warning, etc. Also remove "Applications for this role are intended to be accepted until 9/18/26 but may change based on business needs." That's application instruction? Might be considered boilerplate; but it's a date. Might be considered application instruction? Probably remove. Also remove "Twilio thinks big..." etc. That's motivational fluff; maybe considered boilerplate? It's not required substantive info? It's fluff; we can remove. Also remove "Stay alert to recruitment fraud" etc. Remove EEO paragraph. Remove "We also consider qualified applicants with criminal histories..." etc. Remove E-Verify mention. We must preserve all substantive information: who we are, hiring and how we work, about the job, responsibilities, qualifications, location, travel, what we offer (benefits), compensation. We need to ensure we don't repeat job title as heading. Already not. We need to not put Job ID/requisition numbers as headings (none present). We need to output only HTML fragment. Let's extract substantive content. 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. That's basically a call to action; maybe we can incorporate into About the role? But we already have About the role separate. Could treat as part of About the role. 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 bullet list: - 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: 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." Then list of benefits: "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." We should combine. Compensation: We have salary ranges with location-based specifics. We need to present that as Pay section. Compensation paragraph: "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." We need to clean up formatting: there are some stray parentheses and missing closing parentheses. We'll keep as is but maybe fix minor typos? The instruction: Preserve ALL substantive information; do NOT invent or summarize away detail. So we should keep the exact text, but we can correct obvious typos? It says do not invent or summarize away detail. Changing punctuation might be considered altering detail? Safer to keep as is, but we can fix obvious formatting errors like missing closing parenthesis? Might be considered altering. I'd keep as is but maybe ensure readability. We'll output HTML:Who We Are paragraph
Hiring And How We Work paragraph
About the role
About The Job paragraph
Responsibilities
Qualifications