Join Our Team at Keystone Insurance

About Keystone Insurance Brokers:

Keystone Insurance Brokers is a leading provider of commercial, agricultural, and personal insurance solutions across Manitoba. As a proudly independent brokerage, we focus on delivering customized insurance services with integrity and expertise, drawing on our extensive industry knowledge in sectors like transportation, agriculture, IT, manufacturing & construction. Keystone offers a collaborative and innovative work environment where employees can grow, make meaningful contributions, and develop lasting relationships with clients and colleagues alike.

Current Openings:

Why Choose Keystone Insurance?

At Keystone Insurance Brokers, we believe in creating a workplace where our employees can thrive both professionally and personally. Here’s why you should consider joining our team:

1. Collaborative Work Environment

We foster a culture of collaboration and teamwork. Our open-door policy ensures that every voice is heard and valued. You’ll work alongside industry experts who are passionate about what they do and are always willing to share their knowledge.

2. Career Growth Opportunities

We are committed to your professional development. With regular training sessions, mentorship programs, and opportunities for advancement, we help you build a career, not just a job. Our employees have access to a variety of resources to help them grow and succeed.

3. Competitive Compensation and Benefits

We offer a Comprehensive Group Benefits plan, RRSP/DPSP plan, and paid time off. Our competitive salary and compensation package reflect the value we place on our employees’ contributions.

4. Work-Life Balance

We understand the importance of work-life balance. Our flexible working hours and remote work options allow you to maintain a healthy balance between your professional and personal life.

5. Community Involvement

At Keystone Insurance Brokers, we believe in giving back to the community. We encourage our employees to participate in volunteer activities and support various charitable organizations. Making a positive impact is part of our core values.

6. Innovative and Dynamic Industry

The insurance industry is constantly evolving, and we are at the forefront of these changes. Working with us means being part of an innovative and dynamic environment where you can make a real difference.

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Mark Reimer profile picture
Mark Reimer
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I had a fantastic experience working with Brendan and Nathan. From the moment I reached out, they were friendly, responsive, and genuinely interested in helping me find the best coverage. They took the time to understand what I needed for both my home and commercial insurance policies. If you’re looking for an insurance broker who is both knowledgeable and trustworthy, I couldn’t recommend Keystone Insurance Brokers more highly.
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Patrick Collette profile picture
Patrick Collette
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Between one phone call and a couple emails I had a policy ready to be signed within a day between the vehicles and the house. Price was amazing and just the smooth ; fast process was great I would highly recommend giving them a call for any questions Rate 5/5
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Willy Peters profile picture
Willy Peters
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I would recommend Keystone Insurance Brokers in Winkler,Mb for your Insurance needs, the staff is very helpful, they shop around to get the best prices for their customers.
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Mark Hildebrand profile picture
Mark Hildebrand
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Great experience working with Brendan Heppner, very knowledgeable and he makes any process easy
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Dispatch Email
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very knowledgeable and easy to deal with staff .
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Brock Heinrichs profile picture
Brock Heinrichs
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Keystone was great to deal with and thoroughly explained all my options and answered my questions. They're easy to talk to and provide professional service.
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Jayden Wiebe profile picture
Jayden Wiebe
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Keystone Insurance has been my one stop shop for house and business insurance! I always get a quick response from the guys there! They have been super helpful with any questions i have either on my house insurance and business insurance!! Will be back!
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Jayme Janzen profile picture
Jayme Janzen
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CANADIAN HUB TRUCKLINES INC
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Absolutely Outstanding Service! Brendan is incredibly nice, helpful, and truly went above and beyond. He is very professional, knowledgeable, and one of the friendliest people you’ll meet in Manitoba. The whole team is fantastic — great guys who make the insurance process smooth and stress-free. I highly recommend this insurance company for their exceptional service and genuine care for their clients!
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Peggy Letkeman
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