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Job Description & How to Apply Below
Proudly Canadian. Driven by Purpose. Rooted in Care.
Join a national team where people, purpose, and community come first. Western Financial Group was named a 2025 Top Insurance Employer by Insurance Business Canada and is home to more than 2,300 team members supporting over one million customers across 200+ locations across Canada.
VICE PRESIDENT, EMPLOYEE BENEFITS – Winnipeg, Manitoba
You’re an inspiring executive who leads with integrity, builds high‑performance teams, and knows how to turn strategy into measurable business results. You believe in long‑term relationships, continuous learning, and doing right by customers and colleagues, values deeply aligned with our culture.
What a Typical Day Looks Like
In this influential role, every day is an opportunity to move the organization forward while living our Guiding Principles.
Lead with Purpose & Integrity
Provide vision, coaching, and direction to a senior team of Directors and managers, empowering them to deliver on ambitious revenue, retention, and client‑experience outcomes.
Model and reinforce Western’s culture, bringing Truthfulness, Fairness, Value, and Loyalty to life in every conversation and decision.
Guide your team through change with clarity, empathy, and strong stakeholder alignment.
Drive Sales, Service & Revenue Excellence
Lead the strategy and execution of national sales, distribution, and retention plans to expand market presence and drive sustainable financial growth.
Ensure tightly integrated sales and service operations, creating seamless handoffs and a cohesive end‑to‑end client journey.
Use analytics, insights, and business intelligence to uncover revenue opportunities, optimize performance, and ensure profitable growth across regions.
Oversee the analysis and risk‑management framework for a pooled benefits product portfolio, ensuring long‑term profitability and sound decision‑making.
Shape Strategy, Innovation & Operational Strength
Champion innovation by identifying new partnerships, marketing opportunities, and scalable processes that enhance profitability and operational effectiveness.
Lead the evolution of the operating model connecting sales and service—optimizing processes, technology, and structure to maximize flexibility and client value.
Manage change thoughtfully and strategically, ensuring stakeholders understand the “why” and support the path forward.
Ensure compliance with legislative, audit, and regulatory requirements, while upholding governance best practices and optimizing budget utilization.
The Value You Bring
Leadership Excellence
Demonstrated senior leadership experience guiding large, distributed teams in high‑performance environments.
Proven ability to develop talent, elevate team capabilities, and drive engagement and accountability.
Strategic & Commercial Strength
Proven success shaping business strategies that improve profitability, strengthen customer journeys, and optimize operating models.
A deep understanding of sales distribution, customer service operations, and financial performance levers.
Analytical & Operational Acumen
Expertise in leveraging data and insights to make informed decisions, uncover opportunities, and guide performance.
Experience leading transformation, continuous improvement, and change initiatives.
Licensing & Designation
LLQP would be considered a strong asset.
CEBS or related designation an asset.
Role Details
Hours:
Full-time 37.5 hours per week.
Location:
Hybrid role—3 days/week on‑site at our Empress location based in Winnipeg, Manitoba.
Current Vacancy:
Yes.
Requisition #: 82633.
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, 4 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…
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