Careers
Build a Meaningful Career -With Lakeview
At Lakeview Insurance Group, we understand that our success is driven by the strength of our people. As a trusted and growing presence in the insurance industry, we recognize that it’s our dedicated employees who bring our values to life and deliver exceptional service to our clients every day.
We’re proud to offer a wide range of career opportunities for individuals with diverse backgrounds, skill sets, and personalities. Whether you thrive on data and detail, enjoy connecting with people, or find yourself somewhere in between, Lakeview has a role where you can make a meaningful impact. Our inclusive approach to hiring gives every employee the opportunity to contribute and grow in a way that aligns with their strengths.
SupportiveEnvironment
The insurance industry provides the kind of stability and career longevity that allows individuals to build rewarding futures. At Lakeview, we go beyond that by fostering a workplace culture grounded in respect, collaboration, and a shared commitment to excellence. Our supportive environment not only helps our employees succeed professionally, but also enhances their overall quality of life.
TeamAtmosphere
If you’re looking for a place where your work is valued, your growth is supported, and your contributions make a difference, we invite you to explore career opportunities with Lakeview Insurance Group!
Want to learn more about what makes being a broker so great? Click on the logo above to learn more!
BenefitBreakdown
Matching RRSP
We support your long-term goals with a matching RRSP. Helping you build a secure financial future, together.
Group Benefits
From health and dental to vision and more, our group benefits plan puts your well-being first, so you can focus on what matters most.
Culture & Community
Be part of an inclusive, collaborative workplace that values diversity and empowers every voice. At Lakeview Insurance Group, community is at the heart of everything we do.
Paid Training & Development
We provide paid training, courses, and mentorship opportunities. Because your personal and professional development matters to us.
Vacation Time
Start with three weeks of vacation and take the time you need to rest, recharge, and find balance, so you can bring your best self to work.
Industry Involvement & Networking
We support your engagement in the insurance industry through events, associations, and networking opportunities. Helping you build connections and stay ahead in your career.
Staff Testimonials
I started my career with Lakeview Insurance in 2020 and am grateful every day for the lifestyle and rewards that this path has provided me. The team at Lakeview gave me the opportunity and encouragement to pursue my education and obtain my CAIB designation. I truly appreciate that they have created an environment that allows for a work-life balance unique to each employee. My goals have always been supported here, and Lakeview has taken the initiative to offer me ways to build my career and develop my knowledge of insurance. I know that my future is with Lakeview Insurance, and I am so thankful for the supportive and understanding environment.
When I started at Lakestone Insurance just over 2 years ago, my goal was to join a team that had the same ideas and values that I have. They have supported me and continue to help further my career as a broker and now as a leader. Their confidence in me has helped me achieve goals I never thought possible. The main focus and goal for me is to provide our clients with the best possible care and service available. Our team strives to do that each and every day. I’m thankful to be a part of a vision that truly proves ‘Our Light is Always On’.
Maya Angelou once said, ‘People will forget what you said, people will forget what you did, but people will never forget how you made them feel.’ At Lakeview, I feel that every day. As Winnipeg Branch Manager, I have the privilege of working alongside a diverse, driven, and deeply human team across our Personal Lines, Commercial, Farm, and Church and Charity departments. I learn from them daily—and together, we serve our clients with care and intention. Lakeview is on an exciting growth curve. I’m proud to contribute meaningfully to that journey with the trust, autonomy, and support of senior leadership. This is a place where people matter. That’s what makes it special.
Ever since I was young, I dreamed of owning a business. But with my passion rooted in insurance, that dream often felt out of reach — until I found Lakeview Insurance. From the moment I connected with their team, everything changed. They stand for more than just business. They believe in family, education, giving back to the community, and supporting people through hardship — all the values that matter most to me. Thanks to Lakeview Insurance Brokers, I’m not just building a business — I’m building a future I’m proud of within a community that means so much to me. They’ve shown me that ownership isn’t about a name on the door — it’s about the people you serve and the team that stands beside you. With Lakeview, it’s not just business. It’s personal. And it’s possible.
Active JobListings
Commercial Account Manager (Winnipeg)
About the Role: As a Commercial Account Manager, you will play a key role in servicing and managing a diverse book of business across multiple industries, including construction, manufacturing, retail, hospitality, and professional services. Your focus will be on...
Personal Lines Team Member (Winnipeg)
Description: We are looking for an outgoing and experienced individual who is interested in joining our growing team at our Winnipeg location. We are seeking a full time Personal Lines Broker with Autopac experience. In this position, the successful candidate will use...
Licensed Insurance Broker (Sanford)
Role Description This is a full-time hybrid role for a Licensed Insurance Broker, located in Sanford MB, with opportunities for some remote work. Day-to-day responsibilities include providing insurance advice, managing client accounts, assessing insurance needs, and...