Payroll Specialist - US/Canada

Overview

This role manages payroll for a global workforce. Responsibilities include payroll processing for employees in the United States, Canada, and Lithuania, along with contractor and EOR payroll via platforms including Rippling and Deel. The ideal candidate has strong payroll operations experience and exceptional attention to detail.

Responsibilities

Global Payroll

• Oversee and execute end-to-end global payroll across the US and other global entities, including EOR and contractor arrangements worldwide.
• Process off-cycle and correction payroll runs, including retroactive pay, sign-on bonuses, commissions, garnishments, and short-term, long-term, and state disability payments.
• Manage relationships and SLA performance with global payroll, EOR, and benefits platforms (Rippling, Deel, Fidelity, Wealthsimple).
• Establish standard operating procedures (SOPs), internal controls, and variance reporting standards to ensure 100% precision in period-over-period payroll, off-cycle adjustments, and FX reconciliations.
• Support annual payroll compliance reporting for the US, including the preparation, review, and audit of W-2s.
• Manage payroll tax registrations, agency notices, quarterly amendments, unemployment claims, and year-end corrections.
• Oversee governance, funding, and reconciliation for domestic and international retirement programs (US 401k, Canadian RRSP), resolving complex regulatory or provider challenges.
• Partner with People Operations to ensure tax compliance for global equity awards, Carta transactions, sign-on bonuses, garnishments, and short-term/long-term/state disability disbursements.

Accounting Operations

• Manage employee stipends and expense reimbursements.
• Support accruals, including commissions, bonuses, payroll taxes, and benefits.
• Ensure accuracy of payroll-related balance sheet accounts and support monthly and year-end reconciliations.

Requirements

• 5+ years of payroll experience, including independently processing multi-state US payroll.
• Experience with payroll tax compliance and working with state agencies.
• Canadian payroll experience is required; additional international experience is a plus.
• Experience with correction runs, retroactive payments, tax notices, and year-end reporting.
• Experience with payroll platforms such as Rippling and Deel, and retirement plan vendors such as Fidelity or Wealthsimple.
• Strong knowledge of U.S. federal, state, and local payroll regulations and tax requirements.
• Strong understanding of payroll accounting, including accruals, liabilities, reconciliations, and year-end reporting.
• Experience supporting year-end financial statement audits and preparing payroll audit schedules.
• Ability to analyze payroll data, identify discrepancies, and resolve complex issues.
• Strong attention to detail and commitment to accuracy.
• Ability to manage deadlines in a high-compliance, deadline-driven environment.
• High level of integrity, discretion, and professionalism when handling confidential information.
• Strong interpersonal skills and ability to work cross-functionally with People Operations, Finance, IT, and international teams.

Preferred Qualifications

• Additional international payroll experience.

Compensation & Benefits

• Generous compensation in cash and equity
• Early exercise for all options, including pre-vested
• Flexible paid time off and year-end break
• Work from anywhere (remote-first)
• Health insurance, dental, and vision coverage for employees and dependents (US and Canada specific)
• 4% matching in 401k / RRSP (US and Canada specific)
• MacBook Pro delivered to your door
• One-time stipend to set up a home office (desk, chair, screen, etc.)
• Monthly meal stipend
• Monthly social meet-up stipend
• Annual health and wellness stipend
• Annual Learning stipend

Location

Remote — US or Canada

Note: Pay is based on where you are located. You must keep a home base in the country you are hired in (flexible within your country, not borderless).