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Regional Sales Manager

Job in Winnipeg, Manitoba, A3C, Canada
Listing for: Westland Insurance Group Ltd.
Full Time position
Listed on 2026-07-02
Job specializations:
  • Sales
    Area Manager
  • Management
    Area Manager
Salary/Wage Range or Industry Benchmark: 75000 - 95000 CAD Yearly CAD 75000.00 95000.00 YEAR
Job Description & How to Apply Below

Regional Sales Manager, Winnipeg, MB

We’re searching for a Regional Sales Manager . Are you searching for new possibilities?

Westland Insurance Group Ltd has an exciting opportunity for a Regional Sales Manager for Winnipeg, MB. This is a hybrid role based out of our Winnipeg office. Are you looking for an exciting leadership role? This role will provide exceptional leadership to Branch Managers and will represent Westland to the market, while implementing and supporting Westland's key initiatives and goals.

Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work‑related training/development courses leading to certification, and programs that offer professional development, including seminars and conferences.

Discover What’s Possible, With Westland

The Westland story is all about growth, and that means plenty of possibility for everyone on our team. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. As we continue to open new doors, we're inviting amazing people like you to join us.

As a Regional Sales Manager , you will significantly impact the growth of our business while guiding a robust team to reach its highest potential.

Why You’ll Love Westland
  • An open, flexible and welcoming workplace
  • Plenty of opportunities to grow and learn
  • Autonomy to drive your own success
  • Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds
  • A total rewards program that takes care of your financial, physical, and mental health
  • Flexible paid Values Days to celebrate days important to you
  • Paid Volunteer Days for employees as part of Amplifying Communities, a program to support causes that matter most to our employees and clients
Why We’ll Love You
  • An inspiration to others, you bring insurance experience and a growth‑focused mindset to lead and mentor a team.
  • Have your eye on the prize in achieving sales and growth targets, while always upholding a client‑first focus.
  • Create a culture and environment where everyone can develop, grow, and belong.
  • A strong communicator, you connect your team members to our vision of being the broker of choice in every community we serve.
  • A master tactician, you execute strategic plans with a high level of integrity and exceptional communication and interpersonal skills.
  • Bonus! 5 years of leadership experience and post‑secondary education in Business Administration.
Once Here, You’ll
  • Be a contributing member of our inclusive culture, alongside an extraordinarily talented community of people.
  • Develop, mentor and inspire the sales/service leaders to support our portfolio of clients while maintaining our strong culture.
  • Hit the road when needed! As a Westland brand ambassador, maintain presence throughout the region while coaching Branch Managers.
  • Be the strong connection between head office and our branch teams.
  • Achieve targets while focusing on continuous learning and designing new ways to deliver value.
  • Have an inexhaustible curiosity to stay at the forefront of the insurance industry.
Legal and EEO Statement

Westland Insurance Ltd. encourages applications from all qualified individuals and will accommodate applicants' disability‑related needs, up to the point of undue hardship, throughout all stages of the recruitment and selection process.

If you require a disability‑related accommodation in order to participate in the recruitment process, please contact the recruitment team by email at .

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