Trainee, Insurance Advisor (Winnipeg)

Trainee, Insurance Advisor (Winnipeg)

24 Aug
|
Westland Insurance Group
|
Winnipeg

24 Aug

Westland Insurance Group

Winnipeg

Sexsmith, AB, 9919 100th Street, Sexsmith, Alberta, Canada

Job Description Posted Thursday, August 20, 2026 at 7:00 AM

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

Westland Insurance Group Ltd has an exciting opportunity for a

Trainee, Insurance Advisor

to join our team in

Sexsmith, AB . Do you love to 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 career in insurance.

Westland provides support to all Trainees as they work to obtain their licensing.

As a Trainee you will:

Have your licensing costs covered by Westland

Be provided with a training plan to ensure you’re fully supported throughout the six-week training period and beyond

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

Trainee, Insurance Advisor , you’re empowered to develop your career in insurance by learning how to promote and educate clients on Insurance products. You'll also practice anticipating and interpreting client needs, as well as completing various insurance transactions.

Interested in learning more?

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:

Eager to grow, with minimal sales or customer service experience under your belt

Building authentic client relationships comes naturally to you

You're a master time manager, you can prioritize your workload, plus you demonstrate confidentiality and discretion

We support you in obtaining your Level 1 Insurance license through a comprehensive 6-week program. And we provide financial support!

Once here, you'll:

Be at the frontline, answering questions as they arise and communicating product benefits that best match client needs

Want to invest your energy into learning more about conducting interviews while capturing the right data

Participate "hands-on" as a member of the team, turning client concerns into opportunities

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 protected 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

[email protected]

Sexsmith, AB, 9919 100th Street, Sexsmith, Alberta, Canada

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📌 Trainee, Insurance Advisor (Winnipeg)
🏢 Westland Insurance Group
📍 Winnipeg

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