Auto Trainee

Winnipeg (Charleswood), MB, 3900 Grant Avenue #6A, Winnipeg, Manitoba, Canada

Posted Friday, August 7, 2026 at 7:00 AM

We’re searching for a Auto, Trainee . Are you searching for new possibilities?

Westland Insurance Group Ltd is growing and has a new opportunity fora Auto, Trainee in Charleswood at our
Winnipeg, MB office. Do you love to talk about insurance and provide exceptional client service? If so, you will love working for Westland! We are looking for a career-minded individual who is focused on growing their insurance industry knowledge and experience.

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 Auto, Trainee you will promote and educate clients on insurance products, take ownership of client relationships, and help us grow our presence and profile in the local community.

Interested in learning more?

Why you'll love Westland:

• An open, flexible and welcoming workplace
• Plenty of opportunities to grow and learn
• Autonomy to own your own success
• Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds
• 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:

• Eager to grow, with some administrative or customer service experience under your belt
• Always think customer first, responding to internal/external clients in a timely & professional manner
• Keen eye for detail with exceptional organizational skills and the ability to juggle multiple priorities
• Proficient in MS Office environments with exceptional and accurate keyboarding skills
• Bonus! A positive mindset and a willingness to learn with a growing company

Once here, you'll:

• Deliver superior customer service that promotes client retention
• Uncover clients’ business challenges and act as a client advocate identifying their needs and providing recommendations
• Assist clients with their insurance needs by utilizing basic knowledge of underwriting principles
• You have an inexhaustible curiosity and look for opportunities to grow your career

You belong here We strive to be much more than a great place to work. Here, you join a collective of incredibly vibrant, purpose driven, and open-minded people. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. You will be supported and respected for who you are and for the voice you add to the conversation.

At Westland, you will feel the power of community. Westland Insurance Ltd. is an inclusive organization that values diversity in its workforce. We listen, champion equity and diversity, and create safe welcoming spaces where everyone has a voice and is free to be themselves. 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

Winnipeg (Charleswood), MB, 3900 Grant Avenue #6A, Winnipeg, Manitoba, Canada