Senior Specialist, Payroll & Benefits

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of and enhance global payroll, health and welfare benefits programs, along with foundational HRIS operations.

• Report directly to the Head of People Operations.

• Spearhead the execution of total rewards across the U.S., Canada, and the U.K./EU.

• Supervise the comprehensive semi-monthly and monthly global payrolls for over 375 employees.

• Manage relationships and processing with Paychex, Payworks, and Remote.com/EOR platforms.

• Ensure precise multi-jurisdictional tax withholdings, garnishments, variable compensation, and equity/severance payouts.

• Direct and review payroll execution and data entry performed by two People Operations specialists based in India.

• Lead the annual Open Enrollment process for U.S. and Canadian entities.

• Oversee the administration of medical, dental, vision, life, disability, 401(k)/RRSP match, FSA, HSA, and commuter plans.

• Collaborate with Finance on bill reconciliation, benefit funding schedules, and tracking of leaves of absence.

• Assess and align benefit offerings in the U.K. and EU.

• Ensure compliance with federal, state, provincial, and local labor and tax regulations.

• Act as the primary contact for payroll, benefits, financial, and workers’ compensation audits.

• Administer and enhance HRIS and payroll tools and integrations.

• Maintain data integrity across employee records, job changes, compensation, and status updates.

• Construct, analyze, and distribute labor cost, headcount, leave, and total rewards analytics for executive leadership.

• Mentor two People Operations team members located in India.

⛳️ Requirements

• 6-8+ years of combined experience in payroll and benefits administration.

• Minimum of 2+ years in a managerial role overseeing international operations.

• Hands-on experience managing U.S. payroll along with Canadian and European/U.K. payrolls, through direct platforms or EOR/PEO models.

• Advanced proficiency in Paychex, Payworks, Remote.com (or similar global payroll tools), and contemporary HRIS environments.

• Strong Excel capabilities, including VLOOKUP, Pivot Tables, and data modeling.

• Solid working knowledge of U.S. self-funded and fully-insured plans, 401(k) administration, and Canadian statutory benefit frameworks.

• Demonstrated ability to manage, train, and effectively delegate to global/offshore support teams across various time zones.

• Subject to standard hiring verification practices, which may include background checks and employment verification.

🏝️ Benefits

• Comprehensive Health Insurance.

• Paid Leave (Vacation/PTO).

• Paid Holidays.

• Sick Leave.

• Parental Leave.

• Bereavement Leave.

• 401 (k) Employer Match.

• Employee Referral Bonuses.

• Reasonable accommodations during the selection process.