Senior Specialist, Benefits

Wealthsimple is looking for a Senior Specialist, Benefits to join the Total Rewards team. The successful candidate will be responsible for owning the employee benefits inquiry and escalation queue, ensuring accurate enrolment and plan data, analyzing benefits data, and turning insights into recommendations for future offerings. Key Responsibilities: Provide timely and human support to employees with benefits inquiries and escalations Ensure seamless data flow between HRIS and benefits providers Analyze benefits data to identify gaps and opportunities for improvement Collaborate with the Benefits Lead and Director, Total Rewards to develop new ideas and recommendations Manage relationships with benefits vendors and resolve service issues Simplify and automate benefits processes where possible Improve self-serve resources for employees Leverage AI tools to enhance responses and analysis Requirements: 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 Excellent communication and interpersonal skills 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 What We Offer: Competitive salary: CA$89.6K - CA$112K Top-tier health benefits and life insurance Long-term group savings with employer match 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year 90 days away: work outside Canada for up to 90 days per year Employee resource groups and a hybrid team environment Job Data by YubHub .