Team Lead

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.

TEAM LEAD, DIGITAL INSURANCE SALES – Remote in Ontario

Your success stems from supporting the Digital Sales Leader in creating an exceptional environment that fosters success for everyone. You have the opportunity to be part of a collaborative and motivated team who all contribute to the achievement of business goals and targets.

Here is what a typical day looks like

• Coach and mentor your team with the guidance and support of your leader.


• Review client data entries, invoicing and coverage selection for compliance


• Ensuring your teams client activities are dealt with effectively


• Work with Account Executives to quote and cross sell products to new clients to contribute to the growth of the business


• Monitor lead management for the entire team to ensure the experience the customers are receiving is exceptional.


• Role modeling expected behaviors by reaching out to customers when required, placing complex risks and other behaviors that contribute to a strong and successful team.


• Remain up to date on product knowledge and build relationships with insurance providers


• Continue self-development through industry and community involvement, training and other courses

The value you bring

• RIBO License required and private auto insurance experience an asset.


• History of modeling the way when implementing initiatives and best practices


• Strong time-management and training skills in a deadline driven environment


• Involvement in industry related associations and your community


• Professional communication etiquette, both written and verbal

Role Details

• Hours/Duration: Full Time, Permanent - Availability to work a total of 37.5 hours/week from Monday - Friday


• Location: Remote options available within Ontario


• Current Vacancy: Yes 


• Requisition #: 82997


• Compensation Range: $61,000 - $75,000 

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 [email protected] 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.