Commercial Service Director (Insurance)

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.
DIRECTOR, COMMERCIAL SERVICE (INSURANCE) – WINNIPEG OFFICEWhat a Typical Day Looks LikeSt rategic Leadership
Empower Your Team: Lead, mentor, and inspire a high-performance team through employee development, performance management, coaching, and succession planning.
Shape the Future: Develop and execute a compelling business strategy that drives financial goals, facilitates growth, and maximizes profitability
Account Growth & Revenue
Drive Success: Lead managers to achieve growth and revenue targets while maintaining exceptional customer service standards.
Measure and Achieve: Focus on key performance indicators (KPIs), measurements, and results to drive sales growth and success.
Strategic Partner: Participate in the development and review of our plans and programs, providing valuable insights on short-term and long-term planning.
Leverage Resources: Utilize reports, analytics, and business resources to guide managers in identifying and capitalizing on revenue opportunities.
Sales Development: Create and implement innovative sales development plans to meet ambitious growth objectives.
Adapt and Thrive: Track and analyze sales and retention results daily, adjusting tactical plans to ensure continued success.
Operational Excellence
Innovate for Profit: Identify and act upon new business partnerships, marketing opportunities, and strong retention strategies to maximize profitability.
Continuous Improvement: Lead initiatives to enhance processes, leverage technology, and control expenses.
Compliance and Governance: Ensure adherence to audit and insurance council requirements by partnering with internal stakeholders and staying updated on relevant legislation.
The Value You Bring
Strategic Team Leadership: Proven experience in leading, mentoring, and developing complex, high-performance insurance sales teams and the ability to develop and communicate a clear and compelling business strategy.
Performance Management: Expertise in managing employee performance and implementing succession planning
Sales Strategy and Market Insight: Deep understanding of market trends and the ability to identify and act on business opportunities and the ability to create and implement effective sales and retention strategies. Focus on developing growth and retention plans that align with company revenue goals and profitability.
Compliance: Level 3 Insurance License Required. Knowledge of regulatory requirements and the ability to ensure compliance with audit and insurance council standards.
Adaptability and Resilience: Ability to adapt to changing business environments and market conditions with the capacity to handle challenges and setbacks with a positive and proactive approach.
Hours/Duration: 37.5 hours per week – Full‑Time, permanent
Location: Winnipeg, MB - in office
Current Vacancy: Yes
Requisition #: 83377
Compensation Range: $100,000 - $135,000 plus annual performance-based bonus
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 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 View email address on ca.hrm.tc 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.
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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