Insurance, Insurance Sales, Insurance Agent

Team Lead, Insurance Advisor - Westland Insurance

Province:
Winnipeg, Manitoba
Position:
Team Lead, Insurance Advisor

Posted:
January 2, 2026

We’re searching for an Insurance Advisor – Team Lead. Are you searching for new possibilities?

Westland Insurance Group Ltd has an exciting opportunity for an Insurance Advisor – Team Lead in St Boniface, MB. Do you love to talk about insurance and provide exceptional client service? If so, you will love working for Westland!

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.

As an Insurance Advisor – Team Lead, you lead by example by demonstrating a high impact sales approach that’s balanced with advanced underwriting skills and general insurance knowledge. While achieving sales targets, you’ll mentor and coach others by sharing your knowledge and expertise.

Why we’ll love you:

• A natural communicator with the ability to develop trusting client relationships
• Proven track record of achieving sales targets
• Demonstrated ability to coach and develop team members
• Proficient in MS Office, with advanced skills in Word, PowerPoint, and Excel
• Experienced insurance broker with Level 1 license
• Bonus! Level 2 license
• Bilingualism (French & English) is required

Once here, you’ll:

• Build authentic and trusting client relationships to determine their insurance needs and provide the best possible coverage, protection, and client service
• Develop, mentor, and inspire a team of Insurance Advisors
• Meet / exceed sales targets; develop new business opportunities by binding new policies, securing expiry dates and cross‑ and upselling personal, auto, and commercial insurance products
• Collaborate with leaders and colleagues to develop efficient office procedures

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
• 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

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 .

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.

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.