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A leading insurance provider is seeking a motivated Licensed Broker to grow their presence in the Winnipeg market. The ideal candidate will have an active RIBO License and over 3 years of commercial insurance experience. This role offers a lucrative compensation structure with 80% commission on first-year new business and the flexibility to work remotely or hybrid for Ontario. Join a team built for high-performing brokers and develop tailored coverage solutions for clients.
Employment Type: Full-time
Workplace Type: Remote (Hybrid option for Ontario)
Total Compensation: $75,000 – $200,000 per year
Ai Insurance Organization is a leading provider of commercial insurance solutions across Canada. We are looking for a motivated, high-performing broker to grow our presence in the Winnipeg market.
With access to exclusive markets, Lloyd’s Coverholder status, and advanced sales enablement tools, you’ll have the resources to build a profitable portfolio while delivering industry-leading commercial insurance solutions to businesses throughout Winnipeg and across Manitoba.
If you’re a sales-driven commercial insurance professional with a strong local network and a hunter mentality, we want to hear from you!
Develop & Expand Business – Identify and close new commercial insurance opportunities in Winnipeg and Manitoba.
Build Key Relationships – Become the trusted advisor for local business owners, executives, and industry associations.
Deliver Expert Coverage Solutions – Provide tailored solutions across property, liability, specialty, and bonding lines.
Engage Locally – Attend community events, business networking functions, and industry meetups to grow your network.
Leverage HubSpot CRM & Vertafore SIG – Manage pipelines, track submissions, and optimize follow-ups.
Collaborate with Underwriters – Negotiate competitive terms for a wide range of industries.
Drive Revenue Growth – Consistently exceed sales targets for new business and renewals.
Active RIBO License (in good standing) – Required
3+ Years Commercial Insurance Experience – Broad commercial product knowledge preferred
Proven success in closing mid-to-large scale accounts
Strong negotiation, relationship management, and presentation skills
CRM proficiency (HubSpot preferred); Vertafore SIG experience is a plus
Self-motivated, entrepreneurial mindset with the ability to thrive remotely
Lucrative Compensation – Earn 80% commission on first-year new business
Pathways to Ownership – Build and vest in your book of business over time
Exclusive Market Access – Lloyd’s Coverholder & specialty commercial markets
???? Comprehensive Benefits – Health, dental, disability, and life insurance
Professional Development – Ongoing training & mentorship from industry leaders
Custom Marketing Support – Dedicated campaigns & branding to grow your pipeline
Work from Anywhere – Remote-first culture with hybrid option for Ontario
If you’re ready to grow a profitable portfolio in the Winnipeg market, apply today and join a team built for high-performing brokers.
* The salary benchmark is based on the target salaries of market leaders in their relevant sectors. It is intended to serve as a guide to help Premium Members assess open positions and to help in salary negotiations. The salary benchmark is not provided directly by the company, which could be significantly higher or lower.