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Lead Payroll Administrator, Americas

On
CompanyOn
CategoryFinance
LocationNew York City
RemoteOn-site (inferred)
EmploymentNot stated
LevelLead
SalaryNot stated by the employer
Posted5 May 2026
Last verified7 Aug 2026
SourceEmployer ATS (greenhouse)
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Description
In short As the Lead - Payroll, Americas, you are the foundational point of contact for all end-to-end payroll operations, multi-jurisdictional tax compliance, and accurate employee compensation across the US, Canada, and Brazil. This critical role of a senior individual contributor requires a hands-on expert (6+ years experience) with proficiency in Workday Payroll. Your mission is to execute complex payroll cycles with 100% accuracy, owning multi-jurisdictional tax compliance (US multi-state) and in partnership with payroll providers for Canadian provincial, Brazilian eSocial), global year-end filing (W-2s, T4s, Income Statements), and complex equity transactions (RSUs, ESPP). This position is based out of our New York City office for hybrid working environment (2-3 days in-office per week). Your Mission Execute and audit multi-national payroll cycles within Workday for US (end to end, in house payroll), and for Canada, Brazil, Mexico together with the local payroll providers, ensuring 100% accuracy and strict adherence to diverse federal, state, and local regulatory requirements Own multi-jurisdictional payroll tax compliance, including the oversight of tax filings, registrations, and quarterly/year-end reconciliations across all assigned regions Manage complex tax inputs and statutory deductions specific to US multi-state regulations Lead payroll tax audits and serve as the primary conduit between On and external tax authorities or third-party vendors to resolve complex filing discrepancies Drive the continuous improvement of Workday payroll processes by identifying automation opportunities to increase speed and scalability as On expands globally Act as the subject matter expert for Workday payroll reporting, providing Finance and Talent leaders with high-quality data insights and labor cost analysis Orchestrate the global year-end reconciliation and filing calendar, ensuring the timely delivery of W-2s (US), T4s (Canada), and statutory Income Statements (Brazil) in accordance with local regulations Manage RSU and equity-based compensation payroll processing, ensuring accurate tax withholding, reporting, and reconciliation between global payroll systems and equity platforms Your Story 6+ years of functional experience managing high-volume payroll operations within a fast-paced, global brand Proficiency in Workday Payroll Working knowledge of US payroll tax legislation, with a proven ability to independently navigate complex tax nexus and filing requirements Demonstrated experience managing end-to-end year-end tax processes and successful historical performance in resolving multi-state tax notices and audits Advanced analytical skills with the ability to break down complex payroll data into actionable insights while maintaining meticulous attention to detail A collaborative mindset that thrives in a matrixed environment, balancing global alignment with the nuances of local execution Extensive experience managing complex equity transactions (RSUs, ESPP) within payroll, including "sell-to-cover" tax treatments and mobile employee adjustments Proven track record of successfully leading multi-national year-end processes, including the management of external vendors for international tax statement production (e.g., ADP W2 Management) Your Team The HR Operations team is the engine room of the employee experience at On, responsible for building and scaling the systems and data governance that underpin our global workforce. We ensure every team member has a seamless and compliant journey, from their first day to their last, enabling rapid growth through operational excellence. We operate with precision, speed, and a commitment to maintaining a positive, equitable culture where we start and finish as a team. What we Offer On is a place that is centered around growth and progress. We offer an environment designed to give people the tools to develop holistically – to s