Licensed Broker – Contract Surety Account Executive 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 and bonding solutions across Canada. We are looking for a motivated, high-performing broker to drive our Contract Surety program forward. With access to exclusive markets, Lloyd’s Coverholder status, and advanced sales enablement tools, you’ll have the resources to grow your book of business while delivering industry-leading surety solutions to contractors, developers, and project owners.

If you’re a sales-driven commercial insurance skilled with deep contract surety knowledge and a hunter mentality, we want to hear from you! What You’ll Do Develop & Expand Business – Identify and close new contract surety opportunities across Canada.

Build Key Relationships – Become the go-to advisor for contractors, developers, and procurement teams.

Deliver Expert Bonding Solutions – Structure bid, performance, labour & material, and maintenance bonds to meet client needs.

Advise on Risk & Capacity – Guide clients through bonding capacity, indemnity agreements, and underwriting criteria.

Leverage HubSpot CRM & Vertafore SIG – Manage pipelines, track submissions, and optimize follow-ups.





Collaborate with Underwriters – Secure competitive terms from leading markets.

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 – Surety focus strongly preferred

Proven track record in closing mid-to-large scale bonding 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 – Direct relationships with top surety carriers & specialty markets

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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 Application Requirements Submit a 30–45 second video introduction demonstrating your ability to communicate effectively in a virtual environment.

📌 Licensed Broker | Contract Surety Account Executive (Oakville)
🏢 TEEMA Solutions Group
📍 Oakville