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Benefit Sales Representative

Job in Winnipeg, Manitoba, Canada
Listing for: Western Coast Insurance Services
Full Time position
Listed on 2026-01-19
Job specializations:
  • Sales
    Business Development, Sales Representative, Insurance Sales
Job Description & How to Apply Below
Position: Employee Benefit Sales Representative

Truthfulness | Fairness | Value | Loyalty

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

Employee Benefit Sales Representative - Winnipeg

Carve your path to success by learning from industry sales experts who sell our unique Employee Benefit Insurance programs to independent businesses across Canada.

Our high-performance team will help you enhance your discipline and help you refine the skills required to achieve your goals.

Western offers our Employee Benefits Sales representatives an Annual base Salary plus unlimited commissions, including Annual and monthly bonus payouts. Our Empress location also includes an Onsite Gym and Parking.

The Expectation

  • Support the innate desire to generate new business opportunities both independently and working as a team
  • Strategize and refine your sales approach by focusing on target market prospects
  • Constantly adapt your cold-calling strategies to attract new customers, set personal quotas and monitor your performance using proven KPIs,
  • Possess the confidence to interact with clients while obtaining relevant information through our sophisticated sales process
  • Demonstrate superior active listening skills to understand prospects' needs through building long-term, trusting relationships with prospects to qualify leads as sales opportunities
  • Exhibit outstanding organizational skills to efficiently navigate our CRM program
  • What you bring

  • LLQP License an asset
  • Post-Secondary diploma or degree an asset
  • Proven relationship builder with strong negotiation, selling and closing techniques
  • A resilient team player who is driven to achieve results with a positive attitude
  • A hunter mindset with an entrepreneurial mentality for proactively seeking and closing new business opportunities in the market
  • Hours
    :
    Full-Time, 37.5 hrs/week

    Location
    :
    Winnipeg, MB

    Requisition #: 82507

    At Western, we prioritize the well-being of our employees and are committed to fostering an inclusive environment that values diversity within our communities. We strive to create a workplace that is accessible, equitable, and supportive, ensuring that all team members feel valued and can thrive in their roles. As an equal opportunity employer, we welcome applicants from all backgrounds, and we encourage individuals to apply even if their experience does not fully meet all the criteria listed.

    If you need assistance or have questions about requesting reasonable accommodation, please feel free to reach out to us at any time during the hiring process by contacting our Talent Acquisition team at tal or reviewing Careers Page on our website.

    We value our employees and offer programs that enhance their lives. Eligible employees receive 3 weeks' vacation, 14 wellness days, company matching investment and savings programs, and 100% employer-paid group benefits.

    For over 20 years, community support has been integral to our culture through the Western Financial Group Communities Foundation.

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