Proudly Canadian. Driven by Purpose. Rooted in Care.
Employee Benefits – Service ManagerIn this role you will be responsible for inspiring, developing, engaging and supporting a high-performance team to integrate service and selling strategies that drive business growth, retention and service excellence.
Here Is What a Typical Day Looks Like
Develop a high-performance team through employee development, performance management, coaching, succession planning and team effectiveness
Ensure a high level of operational success by consistently reviewing and improving current processes
Drive cross-selling and delivery of service, selling and product knowledge training
Build and nurture a constructive working relationship with insurance program partners and clients
Manage program renewals, including negotiating rates and acceptance of renewal terms, proposing coverage changes and developing retention strategies for at-risk accounts
Collaborate with your Director and management across various teams to set strategies and implement operational plans
Analyze key retention and sales reports to identify trends, measure productivity, and adapt tactical plans
The Value You Bring
LLQP License required
3-5 years of experience in Group Benefits, ideally in an Operational or Administrative Leadership role
Client facing experience in Employee Benefits, with an in-depth understanding of how to navigate plan administration and renewals
Demonstrated experience collaborating with Directors and Management teams
Passion for developing and empowering team members to sharpen their skills and hit KPIs
Hours: Full time, Permanent - 37.5hrs/week




Location: Winnipeg, MB
Current Vacancy: Yes
Salary Range: $90,000 - $110,000
Requisition #: 82644
Why Western?Western’s people-first culture, grounded in our guiding principles of Truthfulness, Fairness, Value, and Loyalty, is recognized across Canada and strengthened by our commitment to wellness, flexibility, and meaningful community impact.
Highlights Include
14 Paid Wellness Days, 3 weeks’ vacation, company matching savings programs, and 100% employer paid group benefits for eligible employees
Over 1,500 volunteer hours supporting 160+ charities in 2024–2025 through the Western Financial Group Communities Foundation.
Our Commitment to Inclusion:At Western, we strive to create an accessible, equitable, and inclusive workplace where everyone feels valued and can thrive. As an equal prospect employer, we encourage applicants of all backgrounds to apply, even if your experience doesn’t perfectly match every qualification. If you need assistance or an accommodation during the hiring process, please contact or visit our Careers page.
Our Human First Hiring Approach:We do not use artificial intelligence to screen, assess, or select applicants. All applications are personally reviewed by Western’s Talent Acquisition Consultants. As part of our hiring process, we use standardized, scientifically validated skills assessments (nonAI), and all results are reviewed by our hiring team.
Ready to Apply?If making a meaningful impact in your community and growing your career in a supportive, purpose‑driven environment excite you, we’d love to hear from you.
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📌 Employee Benefits Service Manager (Toronto)
🏢 Western Financial Group
📍 Toronto