Licensed Broker | Contract Surety Account Executive
- Oakville, ON
- $50,000-250,000 per year
- Permanent
- Full-time
Workplace Type: Remote (Hybrid option for Ontario)
Total Compensation: $75,000 – $200,000 per yearAbout Ai Insurance OrganizationAi 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 professional 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 remotelyWhy 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
🩺 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 OntarioApplication Requirements📹 Submit a 30–45 second video introduction demonstrating your ability to communicate effectively in a virtual environment.