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Payroll and Benefits Specialist

Job in Toronto, Ontario, C6A, Canada
Listing for: Socket.dev
Commission-based only position
Listed on 2026-09-21
Job specializations:
  • HR/Recruitment
    Regulatory Compliance Specialist, HRIS Specialist
Salary/Wage Range or Industry Benchmark: 80000 - 90000 CAD Yearly CAD 80000.00 90000.00 YEAR
Job Description & How to Apply Below

Who We Are:As a leading Canadian wealth management organization, Richardson Wealth offers the personal touch of a boutique firm while delivering big results. With offices across the country, we are home to some of Canada’s best investment advisors. We’ve embarked on an exciting growth phase – a multi-year transformational journey to enhance our entrepreneurial, high-performing, advisor-centric culture.

Position Overview

We are seeking an experienced Payroll and Benefits Specialist to play a hands-on role in the administration, processing, and continuous improvement of both payroll and employee benefits programs. This position is responsible for the accurate and timely delivery of multi-provincial payroll as well as day-to-day benefits and retirement plan administration for approximately 900 employees.

This is an existing vacancy.

The ideal candidate brings demonstrated experience in both payroll processing and benefits administration, has a strong understanding of applicable legislation and plan practices, and is highly detail-oriented with exceptional organizational, analytical, and customer service skills. The ability to manage competing priorities and meet critical deadlines in a fast-paced environment is essential.

Duties and Responsibilities
  • Process multi-provincial payroll (including Quebec), changes, and adjustments for 900+ employees (including hourly, salaried, and commission-based employees).
  • Responsible for full-cycle payroll processing and transmission, including ensuring payroll remittances and deductions are accurately compiled (e.g., salaries, benefits, loans, board member fees, severance payments, garnishments, deductions, taxes, and third-party payments).
  • Ensure new hires, transfers, leaves of absence, and terminations are accurately reflected in payroll and benefits systems.
  • Ensure data integrity, accuracy of information, and reconciliation of data across payroll, HRIS, benefits, retirement, and share purchase plan systems.
  • Prepare monthly and ad hoc reconciliations of payroll- and benefits-related information.
  • Prepare statutory reporting according to legislative requirements (e.g., WSIB, EHT, Revenu Québec, and other applicable reporting).
  • Ensure the operational effectiveness of payroll and benefits administration processes.
  • Administer employee benefit and retirement programs, including enrollments, plan changes, terminations, beneficiary updates, evidence of insurability requirements, disability-related transactions, and employee communications.
  • Serve as a primary contact for employees, managers, benefits carriers, retirement plan providers, and other third-party vendors regarding payroll and benefits matters.
  • Coordinate benefits and retirement plan enrollments, changes, and terminations with external providers and ensure timely processing.
  • Reconcile monthly benefit invoices and retirement plan reports, investigate discrepancies, and coordinate corrections with vendors and internal stakeholders as required.
  • Support annual benefits renewals, employee enrollment campaigns, plan communications, and implementation of contribution or plan design changes.
  • Create and submit Records of Employment (ROEs) to Service Canada.
  • Respond to employee and manager inquiries regarding payroll, benefits, retirement programs, leaves, deductions, and related processes.
  • Track payroll and benefits processes, conduct audits in accordance with annual audit schedules, run reports, analyze data, and identify opportunities for process improvement.
  • Prepare calculations, reports, and surveys required by Statistics Canada and other regulatory or legislative bodies.
  • Support compliance with payroll, pension, benefits, privacy, and employment legislation.
  • Assist with year-end payroll activities, including…
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