Licensed Broker | Contract Surety Account Executive
Top Benefits
About the role
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 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 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
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.
#Workwolf
About Ai Insurance Organization Inc.
Ai Insurance Organization Inc. is an award-winning Canadian Insurance Brokerage located in Oakville, Ontario. We proudly serve clients all over Canada (except for Quebec and the Territories). We are Canada's leading surety bond broker and contractor insurance provider.
Our surety bonding programs service companies of all sizes; from start-ups to tenured companies, including Fortune 500. Our clients include contractors and construction companies from all industry sectors, transportation firms, estates, financial institutions and those with miscellaneous and hard-to-place bonding requirements. We also have international surety bonding capabilities.
Our surety partners are the best the industry has to offer, and are chosen specifically to meet your individual needs. Together, we are committed to provide sound counsel and deliver continuity of experience and consistency of service.
Our brokerage is committed to delivering the utmost in customer service and is well informed on changing risk appetites and industry trends. Together, we are in the best position to negotiate the most competitive rates, terms and limits on your behalf.
Licensed Broker | Contract Surety Account Executive
Top Benefits
About the role
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 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 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
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.
#Workwolf
About Ai Insurance Organization Inc.
Ai Insurance Organization Inc. is an award-winning Canadian Insurance Brokerage located in Oakville, Ontario. We proudly serve clients all over Canada (except for Quebec and the Territories). We are Canada's leading surety bond broker and contractor insurance provider.
Our surety bonding programs service companies of all sizes; from start-ups to tenured companies, including Fortune 500. Our clients include contractors and construction companies from all industry sectors, transportation firms, estates, financial institutions and those with miscellaneous and hard-to-place bonding requirements. We also have international surety bonding capabilities.
Our surety partners are the best the industry has to offer, and are chosen specifically to meet your individual needs. Together, we are committed to provide sound counsel and deliver continuity of experience and consistency of service.
Our brokerage is committed to delivering the utmost in customer service and is well informed on changing risk appetites and industry trends. Together, we are in the best position to negotiate the most competitive rates, terms and limits on your behalf.