BIG Oakville is one of our original branches and a cornerstone of the Billyard Insurance Group story. With a team of seasoned professionals, many of whom have been with the branch for over a decade, this location has built a reputation for loyalty, depth of expertise, and consistent high performance. Joining BIG Oakville means stepping into a stable, tight-knit team that knows how to win and takes genuine pride in who they are. This branch is also a standout in commercial lines, making it a compelling home for brokers who want to grow their commercial expertise alongside a strong personal lines foundation.

As a Sales Broker at BIG Oakville, you will join a high-performing, experienced team backed by one of Canada's most recognized insurance brands. You will have the freedom to build your book of business your way, supported by industry-leading technology, strong insurer relationships, and an in-house service team that handles the day-to-day so you can stay focused on growth.

What You'll Do

- Generate new leads through digital outreach, referrals, networking, and community engagement.
- Conduct in-depth client needs assessments and recommend tailored insurance solutions across personal and commercial lines.
- Deliver competitive quotes using comparative rating tools and insurer portals.
- Negotiate with underwriters to secure the best balance of coverage and pricing for your clients.
- Finalize new business and accurately capture all documentation in the Broker Management System (BMS).
- Partner with our in-house Account Management and service team,



with the opportunity to buy into a serviced book so you can focus on sales while your clients are in expert hands.
- Identify cross-sell and upsell opportunities to deepen client relationships and strengthen retention.
- Grow your commercial lines expertise alongside experienced colleagues who are leaders in that space.
- Maintain compliance with RIBO standards, insurer guidelines, and E&O; protocols.
- Participate in ongoing training through BIG U and contribute to a team culture built on shared success.

What We're Looking For

- A client-focused professional with a solid track record in insurance sales.
- Someone who communicates clearly, builds trust quickly, and thrives in a self-directed environment.
- A relationship builder who treats clients as long-term partners, not transactions.
- Someone with genuine interest in growing their commercial lines capabilities.
- Comfortable with technology including Broker Management Systems, comparative rating tools, and digital sales workflows.
- Organized, compliant, and detail-oriented with accurate files and strong E&O; discipline.
- Collaborative by nature but accountable to their own results.

Qualifications

- High school diploma or equivalent (post-secondary in business or finance an asset).




- Minimum 2 years of experience in insurance sales or a high-performance sales environment.
- Active RIBO license or willingness to convert your OTL.
- CAIB or CIP designation an asset.

What We Offer

Compensation and Structure

- Uncapped commissions on new business and renewals*
- 3-month paid base salary to support your ramp-up, designed for experienced brokers making a confident transition.
- Ownership interest in the book of business you build
- Three months of in-office training and onboarding in Oakville to set you up right then the option for a hybrid model.

Support and Tools

- Option to buy into a serviced book of business, providing a foundation for long-term income and growth.
- Proprietary AI-driven technology for underwriting, analytics, and lead management.
- Strong carrier relationships and broad market access across personal and commercial lines.
- Digital leads, sales workflows, and marketing support to fuel your pipeline.

Team and Culture

- Join one of BIG's original and most tenured branches, a loyal and high-performing team with deep roots.
- A commercial lines environment where you can genuinely grow your expertise.
- BIG U ongoing training and access to internal underwriting specialists.
- A people-first culture built on collaboration, integrity, and real support.

Compensation Disclosure

*The first three months of employment include a base salary for qualifying experienced candidates. Following this ramp-up period, this role transitions to a commission-based structure compensated exclusively through uncapped commissi

📌 Insurance Broker (Canada)
🏢 Billyard Insurance Group
📍 Canada