Licensed Broker – E&O; Technology 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 solutions across Canada. We are looking for a motivated, high-performing broker to lead our Technology-focused Errors & Omissions program. With access to exclusive E&O; markets, specialized technology coverage options, and advanced sales enablement tools, you’ll have the resources to grow your book of business while delivering critical protection for technology companies, IT consultants, SaaS providers, and other digital service businesses.

If you’re a sales-driven commercial insurance professional with technology E&O; expertise and a hunter mentality, we want to hear from you!

What You’ll Do

✅ Develop & Expand Business – Identify and close new technology E&O; opportunities nationwide. ✅ Build Key Relationships – Partner with tech founders, IT service providers, SaaS executives, and risk managers.

✅ Deliver Expert Coverage Solutions – Provide E&O; protection tailored to software errors, service failures, data loss, and IP infringement.

✅ Advise on Cyber & Liability Risks – Help clients integrate E&O; coverage with cyber liability for complete risk management.

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

✅ Collaborate with Underwriters – Negotiate competitive terms for complex technology risks.





✅ Drive Revenue Growth – Consistently exceed sales targets for new business and renewals.

What You Bring to the Table

✔ Active RIBO License (in valuable standing) – Required ✔ 3+ Years Commercial Insurance Experience – E&O; or technology risk focus preferred

✔ Proven success in closing specialty commercial insurance 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 – Access to leading technology E&O; carriers and 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 Ontario

Join the A-Team

If you’re ready to grow a profitable portfolio in Technology E&O;, 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.

📌 Licensed Broker | E&O Technology Account Executive (Oakville)
🏢 Ai Insurance Organization
📍 Oakville