Director of Payroll
About the role
with that paragraph. - Responsibilities: there is a big list under "Responsibilities". Should be- items.
- Requirements/Qualifications: there is a block "You may be a good fit if you have ..." plus "Strong candidates may also have ..." plus "The annual compensation range ..." plus "Logistics Minimum education: ..." etc. We need to separate into sections: maybe "Requirements" for qualifications, "Skills" maybe for specific skills? But we can combine. The instruction: Use headings for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule). We should include sections only if real content.
We have:
- About the role: yes.
- Responsibilities: yes.
- Requirements/Qualifications: we have qualifications list (experience, certifications, etc). Could be under "Requirements". Also there is "Minimum education", "Minimum years of experience", "Location-based hybrid policy", "Visa sponsorship". Those are more logistics; maybe they belong under "Requirements" or separate "Logistics"? But we only have allowed headings; we could put them under "Requirements". Also "Strong candidates may also have ..." could be under "Qualifications" or "Skills". But we can combine.
- Skills: maybe we can list specific skills like Workday, equity compensation, AI tools, etc. But we could also put under Requirements.
- Benefits: there is a paragraph at end: "We offer competitive compensation and benefits, optional equity donation matching, generous vacation and parental leave, flexible working hours, and a lovely office space". That's benefits. Also earlier "We offer competitive compensation and benefits". So we can include Benefits section.
- Pay: there is "Annual Salary $230,000—$300,000 USD". Also mention OTE for sales roles not relevant. So we have Pay.
- Schedule: there is "Location-based hybrid policy: Currently, we expect all staff to be in one of our offices at least 25% of the time." That's schedule/hybrid. So we can include Schedule.
We must not include boilerplate like EEO, scam warning, etc. Remove those.
We need to preserve all substantive information; do not invent or summarize away detail. So we need to keep the exact details.
We need to format as HTML fragment: only the sections, no or . Use
for headings,
- for lists,
for prose. We need to ensure we don't repeat job title as heading (not needed). No Job ID. Let's extract content. About the role paragraph: "You'll own US and Canada payroll operations end-to-end — hands-on in Workday, close to the details — while also managing and developing 1–2 direct reports on the US team. You'll report directly to the Head of Global Payroll and be a key leader in making sure North American payroll keeps pace with Anthropic's growth. Strategic importance: You'll be a key contributor to our compliance initiative — our framework for managing payroll tax obligations across US & Canada. You'll also be part of the team driving AI adoption within payroll: we're actively building out how AI tools can improve reconciliation accuracy, error detection, and reporting workflows. This isn't a future initiative — it's happening now." That's the prose. Responsibilities: There are subheadings: US Payroll Operations, Canada Payroll Management, Team Leadership & Development, Cross-Functional Partnership & Compliance, AI Adoption & Process Improvement. Under each there are bullet-like sentences (some are long). We need to turn each duty into
- . The instructions: Use
- for any list of duties/requirements/benefits. So we can create a single
- with each duty as
- . Or we could keep subheadings? But only allowed headings are the given list; we cannot add extra headings like "US Payroll Operations". So we should flatten into a list.
Let's extract each duty sentence:
From US Payroll Operations:
- Own full-cycle payroll processing for all US entities — multi-state, multi-frequency, exempt and non-exempt populations
- Process complex equity compensation including RSUs, ISOs, and NSOs, ensuring accurate tax withholding and timely reporting
- Manage high-volume payments: bonuses, commissions, severance, and equity events
- Oversee quarter-end, W-2 preparation, year-end reconciliations, and resolution of federal and state tax notices
- Maintain and continuously improve Workday payroll configuration — identify automation opportunities and lead optimization initiatives
Actually the first bullet includes both own full-cycle and process equity compensation. Might split? The text: "Own full-cycle payroll processing for all US entities — multi-state, multi-frequency, exempt and non-exempt populationsProcess complex equity compensation including RSUs, ISOs, and NSOs, ensuring accurate tax withholding and timely reporting". There's missing punctuation; but we can treat as two items: Own full-cycle payroll processing for all US entities — multi-state, multi-frequency, exempt and non-exempt populations; Process complex equity compensation including RSUs, ISOs, and NSOs, ensuring accurate tax withholding and timely reporting.
We'll split.
Canada Payroll Management:
- Oversee Canada payroll operations in partnership with our PwC Global Payroll Platform, developing expertise in CRA compliance, T4s, Records of Employment, and multi-province processing
- Partner with our international payroll team to ensure Canada stays integrated into our global compliance posture
- Build out Canada payroll SOPs as the function matures
Team Leadership & Development:
- Manage and develop 1–2 direct reports on the US payroll team — set clear expectations, provide regular feedback, and invest in their growth
- Build a team culture of accuracy, accountability, and continuous improvement
- Serve as the escalation point for complex payroll issues and employee inquiries
Cross-Functional Partnership & Compliance:
- Partner with Corporate Accounting on payroll journal entries, accruals, and month-end close
- Work closely with Tax, Benefits, People Systems, and Employment Legal to ensure data integrity and compliance
- Support audit readiness and internal & systems controls
AI Adoption & Process Improvement:
- Champion the use of AI tools within the payroll function — identify high-value use cases for reconciliation, anomaly detection, and reporting
- Lead or support process improvement projects that reduce manual effort, increase accuracy, and improve the employee payroll experience
- Document processes, build SOPs, and contribute to the team's knowledge infrastructure
Now Requirements/Qualifications/Skills.
We have block: "You may be a good fit if you have 8+ years of payroll experience, with at least 3 years in a senior or manager-level role owning US multi-state payroll end-to-endHold a CPP (Certified Payroll Professional) certificationDirect people management experience — you've managed at least one FTE directly, not just contractors or mentorship relationshipsStrong Workday experience — payroll module preferred; HCM with direct payroll involvement and a clear path to Workday Payroll ownership is consideredDeep familiarity with equity compensation processing (RSUs, ISOs, NSOs) and the tax implications at both federal and state levelsDemonstrated ability to thrive in fast-moving, ambiguous environments — you build structure where none exists and don't wait for someone to hand you a playbookStrong cross-functional instincts — you know how to build trust quickly, influence without authority, and communicate clearly across Finance, HR, Legal, and beyond"
Note there are missing spaces/punctuation; we need to preserve as is but we can add spaces for readability? The instruction: preserve ALL substantive information; do not invent or summarize away detail. We should keep the text exactly as given, but we can format into list items. The original lacks spaces between sentences; we should maybe keep as is but it's okay to add spaces for readability? Might be considered altering. Safer to keep the exact wording but we can split into list items preserving the wording, maybe adding a space after each period if missing. The original: "...end-to-endHold a CPP...". There's no space. If we split, we need to keep the words. Could produce: "8+ years of payroll experience, with at least 3 years in a senior or manager-level role owning US multi-state payroll end-to-endHold a CPP (Certified Payroll Professional) certification". That seems odd. Better to keep as a single paragraph? But we need to use
- for any list of duties/requirements/benefits. So we should make list items. We could keep the missing space as is; it's part of the original text. So each item will be exactly as the original sentences but we need to separate them. Let's extract sentences by looking at capital letters after periods? The original text: "You may be a good fit if you have 8+ years of payroll experience, with at least 3 years in a senior or manager-level role owning US multi-state payroll end-to-endHold a CPP (Certified Payroll Professional) certificationDirect people management experience — you've managed at least one FTE directly, not just contractors or mentorship relationshipsStrong Workday experience — payroll module preferred; HCM with direct payroll involvement and a clear path to Workday Payroll ownership is consideredDeep familiarity with equity compensation processing (RSUs, ISOs, NSOs) and the tax implications at both federal and state levelsDemonstrated ability to thrive in fast-moving, ambiguous environments — you build structure where none exists and don't wait for someone to hand you a playbookStrong cross-functional instincts — you know how to build trust quickly, influence without authority, and communicate clearly across Finance, HR, Legal, and beyond"
We can split at each capital letter that starts a new clause after a lowercase? Hard. Perhaps easier: keep as a single paragraph under Requirements (or Qualifications) as prose (
). The instruction says use
for prose. So we could keep that block as a
under Requirements. That preserves the text exactly (including missing spaces). That's acceptable. Then we have "Strong candidates may also have Canada payroll experience — even introductory exposure is valued; willingness to learn and grow into the function matters more than deep expertise on day oneExperimented with AI or automation tools to improve payroll workflows (reconciliation, error detection, reporting)Been part of a Workday payroll implementation or major system migrationWorked at a company that scaled rapidly — from 500 to 2,000+ employees — and built payroll infrastructure to matchExperience in or exposure to IPO readiness, SOX compliance, or building financial controls from scratch" Again we could keep as prose under Requirements or maybe under Skills. But we can combine all qualification text into one
under Requirements. Then we have "The annual compensation range for this role is listed below. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. Annual Salary $230,000—$300,000 USD" That's Pay section. Then Logistics: "Minimum education: Bachelor’s degree or an equivalent combination of education, training, and/or experience Required field of study: A field relevant to the role as demonstrated through coursework, training, or professional experience Minimum years of experience: Years of experience required will correlate with the internal job level requirements for the position Location-based hybrid policy: Currently, we expect all staff to be in one of our offices at least 25% of the time. However, some roles may require more time in our offices. Visa sponsorship: We do sponsor visas! However, we aren't able to successfully sponsor visas for every role and every candidate. But if we make you an offer, we will make every reasonable effort
- for any list of duties/requirements/benefits. So we should make list items. We could keep the missing space as is; it's part of the original text. So each item will be exactly as the original sentences but we need to separate them. Let's extract sentences by looking at capital letters after periods? The original text: "You may be a good fit if you have 8+ years of payroll experience, with at least 3 years in a senior or manager-level role owning US multi-state payroll end-to-endHold a CPP (Certified Payroll Professional) certificationDirect people management experience — you've managed at least one FTE directly, not just contractors or mentorship relationshipsStrong Workday experience — payroll module preferred; HCM with direct payroll involvement and a clear path to Workday Payroll ownership is consideredDeep familiarity with equity compensation processing (RSUs, ISOs, NSOs) and the tax implications at both federal and state levelsDemonstrated ability to thrive in fast-moving, ambiguous environments — you build structure where none exists and don't wait for someone to hand you a playbookStrong cross-functional instincts — you know how to build trust quickly, influence without authority, and communicate clearly across Finance, HR, Legal, and beyond"
We can split at each capital letter that starts a new clause after a lowercase? Hard. Perhaps easier: keep as a single paragraph under Requirements (or Qualifications) as prose (
- . Or we could keep subheadings? But only allowed headings are the given list; we cannot add extra headings like "US Payroll Operations". So we should flatten into a list.
Let's extract each duty sentence:
From US Payroll Operations:
- Own full-cycle payroll processing for all US entities — multi-state, multi-frequency, exempt and non-exempt populations
- Process complex equity compensation including RSUs, ISOs, and NSOs, ensuring accurate tax withholding and timely reporting
- Manage high-volume payments: bonuses, commissions, severance, and equity events
- Oversee quarter-end, W-2 preparation, year-end reconciliations, and resolution of federal and state tax notices
- Maintain and continuously improve Workday payroll configuration — identify automation opportunities and lead optimization initiatives
Actually the first bullet includes both own full-cycle and process equity compensation. Might split? The text: "Own full-cycle payroll processing for all US entities — multi-state, multi-frequency, exempt and non-exempt populationsProcess complex equity compensation including RSUs, ISOs, and NSOs, ensuring accurate tax withholding and timely reporting". There's missing punctuation; but we can treat as two items: Own full-cycle payroll processing for all US entities — multi-state, multi-frequency, exempt and non-exempt populations; Process complex equity compensation including RSUs, ISOs, and NSOs, ensuring accurate tax withholding and timely reporting.
We'll split.
Canada Payroll Management:
- Oversee Canada payroll operations in partnership with our PwC Global Payroll Platform, developing expertise in CRA compliance, T4s, Records of Employment, and multi-province processing
- Partner with our international payroll team to ensure Canada stays integrated into our global compliance posture
- Build out Canada payroll SOPs as the function matures
Team Leadership & Development:
- Manage and develop 1–2 direct reports on the US payroll team — set clear expectations, provide regular feedback, and invest in their growth
- Build a team culture of accuracy, accountability, and continuous improvement
- Serve as the escalation point for complex payroll issues and employee inquiries
Cross-Functional Partnership & Compliance:
- Partner with Corporate Accounting on payroll journal entries, accruals, and month-end close
- Work closely with Tax, Benefits, People Systems, and Employment Legal to ensure data integrity and compliance
- Support audit readiness and internal & systems controls
AI Adoption & Process Improvement:
- Champion the use of AI tools within the payroll function — identify high-value use cases for reconciliation, anomaly detection, and reporting
- Lead or support process improvement projects that reduce manual effort, increase accuracy, and improve the employee payroll experience
- Document processes, build SOPs, and contribute to the team's knowledge infrastructure
Now Requirements/Qualifications/Skills.
We have block: "You may be a good fit if you have 8+ years of payroll experience, with at least 3 years in a senior or manager-level role owning US multi-state payroll end-to-endHold a CPP (Certified Payroll Professional) certificationDirect people management experience — you've managed at least one FTE directly, not just contractors or mentorship relationshipsStrong Workday experience — payroll module preferred; HCM with direct payroll involvement and a clear path to Workday Payroll ownership is consideredDeep familiarity with equity compensation processing (RSUs, ISOs, NSOs) and the tax implications at both federal and state levelsDemonstrated ability to thrive in fast-moving, ambiguous environments — you build structure where none exists and don't wait for someone to hand you a playbookStrong cross-functional instincts — you know how to build trust quickly, influence without authority, and communicate clearly across Finance, HR, Legal, and beyond"
Note there are missing spaces/punctuation; we need to preserve as is but we can add spaces for readability? The instruction: preserve ALL substantive information; do not invent or summarize away detail. We should keep the text exactly as given, but we can format into list items. The original lacks spaces between sentences; we should maybe keep as is but it's okay to add spaces for readability? Might be considered altering. Safer to keep the exact wording but we can split into list items preserving the wording, maybe adding a space after each period if missing. The original: "...end-to-endHold a CPP...". There's no space. If we split, we need to keep the words. Could produce: "8+ years of payroll experience, with at least 3 years in a senior or manager-level role owning US multi-state payroll end-to-endHold a CPP (Certified Payroll Professional) certification". That seems odd. Better to keep as a single paragraph? But we need to use
- for any list of duties/requirements/benefits. So we can create a single
- for lists,