Later is looking for a Payroll Manager on an 18-month contract to lead accurate, compliant, and scalable payroll operations across the US and Canada. Reporting to the Controller and partnering closely with Finance and People & Places, you'll own end-to-end payroll execution for our 400+ employees across multiple jurisdictions, benefits programs, and third-party providers. This role has potential to convert to a permanent position.
What You'll Do
- Own and oversee end-to-end payroll processing for ~300 US and ~100 Canadian employees, ensuring accuracy, timeliness, and full regulatory compliance.
- Review, administer, and approve semi-monthly payroll cycles, including bonuses, commissions, allowances, severance, leaves, and adjustments.
- Maintain payroll system accuracy by managing employee lifecycle changes, including new hires, terminations, role or compensation changes, and leaves of absence.
- Ensure completion and accuracy of all payroll reconciliations, journal entries, and supporting documentation each pay period.
- Lead year-end payroll processes across jurisdictions, including W-2s, 1095-Cs, T4s, T2200s, and related filings.
- Prepare and submit required monthly, quarterly, and annual filings, such as Forms 941, EHT, Workers’ Compensation, unemployment insurance, and WorkSafe BC.
- Serve as primary point of contact with payroll vendors, benefits providers, and EOR partners to resolve discrepancies and ensure SLA adherence.
- Administer US and Canadian benefits programs, including 401(k) enrollments, contributions, audits, and employee inquiries.
- Provide day-to-day oversight and support to the Payroll & Benefits Specialist, ensuring consistency, accuracy, and knowledge sharing.
- Partner closely with Accounting and FP&A to deliver clean payroll data, reconciliations, and reporting that support close and forecasting cycles.
- Collaborate with People & Places on employee experience, benefits administration, and policy alignment.
- Respond to payroll-related inquiries from employees, auditors, and government agencies with professionalism, discretion, and clarity.
- Proactively identify payroll risks, inefficiencies, or compliance gaps and implement improvements before issues escalate.
- Document, refine, and improve payroll workflows to increase efficiency, scalability, and audit readiness.
- Stay current on US and Canadian payroll regulations, tax changes, and best practices, applying updates pragmatically and accurately.
What We're Looking For
- 5+ years of full-cycle payroll experience, including hands-on ownership in a multi-state US environment.
- Demonstrated experience processing payroll for 200+ US employees across multiple states.
- Working knowledge of Canadian payroll processes and statutory requirements.
- Proven experience using ADP Workforce Now or comparable enterprise payroll systems.
- Strong understanding of payroll compliance, taxable benefits, and employment standards legislation.
- Track record of managing payroll audits, reconciliations, and regulatory filings independently.
- Hands-on experience with month-end reporting for Accounting teams, as well as a high level of inter-department communication skills.
- High level of judgment, integrity, and discretion when handling sensitive and confidential information.
- Strong analytical skills with the ability to identify discrepancies, assess risk, and resolve issues efficiently.
- Intermediate proficiency in Google Sheets and Docs, including reconciliations and reporting.
- Continuous-improvement mindset with experience streamlining payroll workflows or systems.
Nice to Have
- Experience with international payroll, EOR models, or platforms such as Deel.
- Payroll Compliance Practitioner (PCP) certification.
Technical Stack
- ADP Workforce Now
- Google Sheets
- Google Docs
Team & Environment
You will report to the Controller and partner closely with Finance and People & Places teams, providing oversight to a Payroll & Benefits Specialist. The team supports 400+ employees across the US and Canada.
Work Mode
This is a hybrid role open to candidates located in Boston, MA; Vancouver, BC; Chicago, IL; or Vancouver, WA.
We are committed to creating a diverse environment and are proud to be an equal opportunity employer. All applications will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, national origin, disability, or age.
