Senior Specialist, Benefits

The role

You will manage employee benefits inquiries and escalations. You will also analyze benefits data and manage relationships with vendors to improve programs.

What you will do

• Own the employee benefits inquiry and escalation queue
• Ensure enrolment and plan data flows correctly between HRIS and benefits providers
• Analyse benefits data, utilization, inquiry trends, and cost
• Provide ideas and recommendations for plans and future offerings
• Manage ongoing relationships with benefits vendors
• Find ways to simplify and automate benefits processes
• Improve self-serve resources for employees
• Use AI tools to speed up responses and analysis

Required qualifications

• 3–5 years of experience in benefits administration or management, covering both Canadian and US programs
• Strong analytical skills and comfort working with benefits data like utilization, cost, and trends
• Clear communication
• Experience handling employee escalations and exceptions with sound judgment and discretion
• Experience with vendor management

Nice to have

• Experience administering benefits in Workday
• Exposure to benefits program design

Benefits

• Top-tier health benefits and life insurance
• Long-term group savings with employer match, through Wealthsimple for Business
• 20 vacation days
• 4 wellness days
• unlimited sick and mental health days per year
• 90 days away: work outside Canada for up to 90 days per year

About the company

Wealthsimple is Canada’s leading financial innovator, offering a full suite of financial products. The company is headquartered in Toronto, Canada.