Licensed Broker | Winnipeg

Licensed Broker – Winnipeg

Employment Type: Full-time
Workplace Type: Remote (Hybrid option for Ontario)
Total Compensation: $75,000 – $200,000 per year

About Ai Insurance Organization

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!

What You’ll Do

✅ 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.

What You Bring to the Table

✔ 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

Why Join Ai Insurance Organization?

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

Join the A-Team

If you’re ready to grow a profitable portfolio in the Winnipeg market, apply today and join a team built for high-performing brokers.

#Workwolf

Ai Insurance Organization Inc. uses Workwolf’s AI-enabled tools to sort and screen applications based on job-related criteria. All hiring decisions involve human review.