Trainee, Insurance Advisor

Job Description

Portage (Downtown), MB, 412 Saskatchewan Avenue W, Portage La Prairie, Manitoba, Canada

Job Description

Posted Friday, November 7, 2025 at 8:00 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 at our Portage La Prairie, MB location. 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 Trainee, Insurance Advisors as they work to obtain their licensing. As a Trainee, Insurance Advisor 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.

I nterested 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

#LI-DC1

#LI-Onsite

Want to get to know each other better? Send your resume our way.

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 careers@westlandinsurance.ca