Location: Hybrid role - 3 days/week on-site at our Empress location based in Winnipeg, Manitoba

Join Western Financial Group, named a 2025 Top Insurance Employer by Insurance Business Canada, as a VP, Employee Benefits. You’ll lead high‑performing teams, shape national sales and service strategy, accelerate growth, and champion innovation. If you’re an inspiring executive who leads with integrity and drives measurable results, this is a chance to make a meaningful, country‑wide impact.

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.

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

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 workplace where everyone feels valued and can thrive. As an equal opportunity 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 talent.acquisition@westernfg.ca 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 (non‑AI), 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.

Employment Type: Full-time 37.5 hours per week

How to Apply: Please apply via the Western Financial Group Careers Website!

Posting Date: March 2, 2026

Organization Name: Western Financial Group