Senior Benefits Specialist

Element Fleet Management; Mississauga; Hybrid; CAD 76,000 - 105,000; Full time

Job summary

A leading fleet management company in Mississauga is looking for a Senior Benefits Specialist to manage and enhance benefits, leave, and retirement programs, ensuring compliance with regulations. This role involves collaborating with global teams and optimizing processes to support employee well-being across North America. The ideal candidate has 5-8 years of experience in benefits management and knowledge of U.S. and Canadian employee benefits.

Benefits

Comprehensive health and welfare benefits

Paid time-off programs

Qualifications

• 5–8 years of experience in employee benefits management in Canada and the U.S.
• Expert knowledge of U.S. group benefits plans and Canadian plans.
• Experience with retirement plans (401k, RRSP) and absence management.

Responsibilities

• Administer benefits programs and resolve issues with brokers and payroll teams.
• Oversee retirement plan eligibility and compliance for RRSP and 401(k) programs.
• Collaborate with global teams to optimize processes.

Skills

Employee benefits management

U.S. group benefits plans

HR regulatory frameworks

Communication skills

Problem-solving

Education

Bachelor’s degree in Business, Finance, HR, or related field

Tools

Excel

PowerPoint

Job description

Overview

Get started on an exciting career at Element! Element employees make a difference in the lives of others every day. We are re-defining the fleet management industry to be people first, then business – delivering on our promise of a superior client experience. This takes hard work and innovation, and we need more like-minded people on our team.

About the Role

We’re looking for a collaborative and detail-oriented professional to join our team as a Senior Benefits Specialist. In this role, you will play a critical part in administering and enhancing Element’s benefits, leave, and retirement programs, while ensuring compliance with Canadian and U.S. regulations. This is an exciting opportunity to partner with global teams, optimize processes, and directly impact the well-being of employees across North America and beyond.

What You’ll Do

• Serve as a key member of the Benefits Center of Excellence (COE), supporting global operations with a focus on Canada and the U.S.
• Administer benefits programs, assess employee eligibility, and resolve complex issues with brokers, carriers, and payroll teams.
• Oversee retirement plan eligibility, audits, and compliance for RRSP and 401(k) programs.
• Manage leave of absence, disability programs, and workplace accommodations, acting as subject matter expert.
• Maintain vendor relationships, escalate service issues, and ensure quality service delivery.
• Process benefit-related invoices and perform timely reconciliation for billing accuracy.
• Support annual open enrollment, including system setup, testing, and employee communications.
• Collaborate with teams to optimize systems, perform testing, and drive efficiency and compliance improvements.
• Ensure compliance with U.S. and Canadian legislative requirements, prepare regulatory filings, and maintain up-to-date policy knowledge.

Basic Qualifications

• 5–8 years of experience in employee benefits management in Canada and the U.S.
• Expert knowledge of U.S. group benefits plans and Canadian plans (highly desired)
• Experience with retirement plans (401k, RRSP), absence management, and HR regulatory frameworks.
• Knowledge of work accommodation processes in Canada and the U.S. (ADA, FMLA).
• Strong communication, problem-solving, planning, and organizational skills.
• Ability to work independently in a fast-paced, multi-priority environment.

Preferred Qualifications

• Bachelor’s degree in Business, Finance, HR, or related field
• CEBS designation or in progress.
• Experience with Benefits Administration and HRIS platforms, plus strong Excel/PowerPoint skills.
• Collaborative approach with proven ability to build trust and relationships with stakeholders.

Current Location

Mississauga. Our Mississauga office will move to 1 Adelaide in Toronto in September 2026.

The hiring base salary range for this position is $76,300 - $104,900 annually. Actual compensation within this range will be dependent upon the individual’s knowledge, skills, experience, equity with other team members, and alignment with market data. Please note that the disclosed salary range is solely for candidates hired to perform work within this geographic location. Candidates hired to work in other locations will be subject to the pay range associated with that location.

What’s in it for You

• A culture of innovation, empowerment, decision-making, and accountability
• Comprehensive health and welfare benefits that serve the needs of you and your family and foster a culture of wellness (for qualified roles)
• Additional benefits and amenities, including paid time-off programs (vacation, sick leave, and holidays) (for qualified roles)

Applicants will be required to undergo a background check only if and after a conditional offer of employment has been extended.

Element Fleet Management and its wholly owned subsidiaries are an equal opportunity employer committed to diversity, equity, inclusion, and belonging. We are pleased to consider all qualified applicants for employment without regard to race, color, religion, gender identity, age, sex, sexual orientation, disability, national origin, Aboriginal/Native American status, protected veterans’ status or any other legally-protected factors. Disability-related accommodations during the application and interview process are available upon request. Should you require an accommodation with our hiring process please send an email to [e-mail] or call [phone].