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Team Lead - Western Financial Group

Province: Winnipeg, Manitoba
Position: Team Lead
Deadline: March 27, 2026
Posted: March 6, 2026

Job Description / Duties

TEAM LEAD – DIGITAL INSURANCE SALES


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. This is a remote position.



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

Qualifications / Required Skills

General Insurance Level 2 License required and 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

Additional Information


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

Location: In Office in Winnipeg

Salary: 55,000 - 70,000 CAD

Contact Information

michelle.bolinas@westernfg.ca

Employer Profile

At Western Financial Group, we take pride in being one of Canada's largest insurance brokers. Our strength lies in our incredible team of over 2,200 dedicated professionals, spread across 180+ locations nationwide. Together, we create a supportive and collaborative environment that has earned us the recognition of one of Forbes Canada’s Best Employers.


Discover a workplace where your well-being is a priority, and your contributions make a real difference. With competitive benefits, a strong community focus, and a commitment to work-life balance, Western is not just a place to work, it's a place to thrive!


Join our team and experience the Western difference – where caring for our customers, communities and team members is our passion!