Commercial Service Director (Insurance)

Western Financial Group; Winnipeg; On-site; CAD 100,000 - 135,000; Full time

Benefits offered by this job

14 Paid Wellness Days

3 weeks vacation

Company-matching savings programs

100% employer-paid group benefits for

Job summary

Western Financial Group in Winnipeg, MB seeks a Director of Commercial Service to lead our insurance sales leadership team. You will shape strategy, drive profitability, and ensure exceptional client service, while coordinating with cross‑functional partners to meet revenue targets.

The role is in‑office, full‑time (37.5 hrs/wk) with an annual bonus opportunity. A Level 3 Insurance License is required, and a track record of growth, compliance, and people development is essential.

Qualifications

• Proven experience leading high-performance insurance sales teams.
• Ability to develop and communicate a clear business strategy.
• Strong knowledge of regulatory requirements and audits.
• Experience in growth and retention planning.
• In-office Winnipeg location required.

Responsibilities

• Lead, mentor, and inspire a high-performance insurance sales team.
• Develop and execute a compelling business strategy that drives profitability and growth.
• Drive growth and revenue targets while maintaining exceptional customer service standards.
• Utilize reports and analytics to guide managers in identifying revenue opportunities.
• Identify and implement innovative sales development plans and partnerships.
• Ensure compliance with audit and insurance council requirements.

Skills

Strategic Team Leadership

Performance Management

Sales Strategy

Market Insight

Adaptability

Education

Level 3 Insurance License

Job description

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 OFFICE

What a Typical Day Looks Like

St 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 [e-mail] 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.