Manager of Payroll and Benefits (Global)

Loopio

2d • Remote

About The Position

Loopio is seeking a global Manager of Payroll and Benefits to own the payroll and benefits function end to end and ensure accurate, timely employee payments and effective administration of benefits across Canada, India, the UK and the US. The role manages day-to-day operations in a fast-paced, AI-forward environment, supports a positive employee experience and promotes Loopio’s total rewards strategy. The position reports to the Chief People Officer and works closely with the Senior Director of Finance, as well as Sales and Revenue Operations on variable compensation planning.

The role oversees in-house payroll processing and statutory compliance across four jurisdictions, including tax withholding, remittances and year-end reporting. It also administers health and benefits plans, prepares payroll and compensation accounting entries, reconciles activity to the general ledger, calculates commission plans and accruals, and prepares reporting for People, Finance and go-to-market leaders. The Manager establishes controls and procedures, supports audits, monitors legislative changes, and improves processes through simplification and automation, including the use of AI.

This is a remote-first position. Applicants must live in the Greater Toronto Area and surrounding areas and be able to access Loopio’s Downtown Toronto co-working space for occasional team gatherings. The work involves virtual collaboration with teams across the UK, India and North America, using core sync hours alongside focus time and asynchronous collaboration.

Requirements

• At least 7 years of experience managing payroll and benefits with global exposure or experience, including Canada and ideally India, the UK and the US.
• Technology industry experience; the posting indicates a preference for Canadian technology industry experience.
• Canadian Payroll Association designation (PCP or CPM).
• Up-to-date knowledge of Canadian payroll legislation and tax law.
• Experience calculating and paying commissions and variable compensation.
• Thorough understanding of compensation and benefits regulations in Canada.
• Hands-on experience with month-end close, journal entries, accruals and external audit support.
• Advanced Google Sheets or Excel skills.
• Experience calculating commissions and variable compensation in a SaaS or sales-led business.
• Strong written and verbal communication skills and the ability to manage difficult conversations with empathy, honesty and confidentiality.
• Ability to meet deadlines in a fast-paced environment without sacrificing accuracy.
• Curiosity about using automation and AI to improve payroll and reporting processes.
• Must live in the Greater Toronto Area or surrounding areas and be able to access Loopio’s Downtown Toronto co-working space for occasional team gatherings.

Nice To Haves

• Experience with Dayforce, BambooHR and Deel.
• Working knowledge of payroll and benefits requirements in the UK, US and India, or experience managing them through employer-of-record and vendor partners.

Responsibilities

• Prepare, process and review payroll accurately and on time for employees in Canada, the UK, India and the US.
• Own end-to-end payroll operations across four jurisdictions, including pay calendars, employee data changes, off-cycle payments, terminations and final pay.
• Resolve employee pay issues and handle sensitive conversations with employees and leaders with care and discretion.
• Manage statutory remittances, filings, year-end reporting, government notices, registrations and audits in each jurisdiction.
• Calculate and pay monthly and quarterly commission and variable compensation plans.
• Oversee day-to-day administration of health and benefits plans, including enrolments, carrier invoices and reconciliations, and renewals with the broker.
• Answer benefits questions from People Operations and employees and provide a positive employee experience.
• Prepare and post monthly payroll, bonus, commission, compensation and benefits accruals and journal entries.
• Reconcile payroll and benefits activity to the general ledger across currencies and entities.
• Calculate variable compensation plans and commission accruals monthly in collaboration with Sales and Revenue Operations.
• Prepare monthly, quarterly and annual payroll and benefits reports for People, Finance and go-to-market leaders, including ad hoc reports.
• Establish and maintain controls, payroll guidelines and procedures to support compliance with payroll and employment legislation.
• Support quarterly reporting and annual audit requests from external auditors.
• Monitor payroll legislation and tax law changes and act on changes before they affect employees.
• Identify opportunities to simplify and automate processes and reporting, including through AI.
• Create an updated Payroll & Benefits playbook and contribute to dashboards across People Operations, Finance and other teams as needed.
• Take on ad hoc accounting projects and requests.
• Keep employee data current on internal sites and ensure new-hire information is up to date.

Benefits

• Professional mastery allowance for learning and development.
• Health and wellness benefits supporting physical and mental well-being, available from the first day.
• MacBook laptop for remote work.
• Monthly phone and internet subsidy.
• Work-from-home budget for setting up a home office.
• Claude account for experimentation, automation and building tools.
• Supportive remote-first culture with opportunities for connection through town halls, AMAs and company celebrations.
• Four Employee Resource Groups offering opportunities to learn and connect year-round.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed