People Operations & Payroll Specialist

Location: Montreal, QC (hybrid)

Reports to: Head of People & Culture

Trolley is looking for a People Operations & Payroll Specialist to join our People & Culture team. This is a broad, hands-on role focused on delivering the day-to-day People Operations programs and processes that support our employees across our global workforce.

You’ll play an important role across the employee lifecycle, with responsibility for People Operations, benefits and employee programs, payroll, travel and expenses, and HR administration. Payroll will represent approximately 30-50% of the role
, so we're looking for someone who brings strong hands-on payroll experience but is equally excited to take on a broader People Ops mandate.

Working closely with the Head of People & Culture, Finance, managers, employees, and external partners, you'll take ownership of key operational processes, solve problems, improve how we work, and help deliver a great employee experience.

• Independently process Trolley's bi-weekly payroll for employees in Canada and the US, ensuring employees are paid accurately, compliantly, and on time.
• Coordinate international payroll processing with our local payroll providers across our global locations.
• Process payroll changes related to new hires, compensation changes, promotions, leaves, terminations, bonuses, commissions, taxable benefits, deductions, and other employee changes.
• Calculate and process employee commissions and other variable compensation, partnering with Finance and business leaders to validate inputs and ensure accurate payment.
• Prepare and process termination and final pay requirements, including applicable documentation such as T4s, W-2s, 1099s, and Records of Employment (ROEs).
• Manage payroll year-end activities and applicable statutory reporting across Canada and the US.
• Serve as the primary point of contact for employee payroll questions and resolve payroll discrepancies as they arise.
• Ensure compensation changes resulting from merit reviews, promotions, and other compensation decisions are accurately reflected in payroll.
• Maintain strong payroll controls, documentation, and processes to support accuracy, confidentiality, compliance, and business continuity.

• Support the day-to-day delivery of People Operations throughout the employee lifecycle, ensuring our processes are accurate, efficient, and employee-focused.
• Manage employee administration related to onboarding, promotions, compensation changes, leaves of absence, departures, and other employment changes.
• Maintain accurate employee information across our HRIS, payroll, benefits, and other People systems.
• Support employee onboarding and offboarding and continuously look for opportunities to improve the experience at key moments throughout the employee lifecycle.
• Administer employee programs including vacation and time off, wellness allowances, anniversary recognition and gifts, ad-hoc rewards, and other P&C initiatives.
• Act as a go-to resource for employees across payroll, benefits, expenses, policies, and other People Operations questions.
• Support the rollout, communication, and ongoing administration of People programs and policies.
• Partner with the Head of People & Culture on annual and mid-year programs, including compensation and merit reviews.
• Support People reporting, documentation, audits, and other operational requirements.
• Contribute to broader P&C projects, office administration, employee events, and employee experience initiatives as business needs evolve.

• Support the administration of Trolley's employee benefits programs across our global locations, working closely with benefits providers, brokers,…