BIG Milton was named 2025 Brokerage of the Year, and it's easy to see why. Under the leadership of a Managing Partner genuinely committed to developing their people, this branch has built a culture where integrity guides every decision and relationships sit at the centre of the work. Joining BIG Milton means stepping into a team that wins together, supports each other, and treats clients as long-term partners. This branch supports all lines of business and is actively growing its commercial book, making it a strong home for brokers who want to build a career on trust or expand into commercial alongside a team invested in their success.
As a Sales Broker at BIG Milton, you will join an award-winning, people-first 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 a Managing Partner who is invested in your 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.
- Work 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).
- Build genuine, long-term relationships with clients rooted in trust and integrity.
- Identify cross-sell and upsell opportunities to deepen client relationships and strengthen retention.
- Grow your commercial lines expertise, with hands-on support from the team as the branch actively expands this side of the business.
- Maintain compliance with RIBO standards, market appetite, and internal standards.
- 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 strong 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 who leads with integrity and wants to be part of a culture that does the same.
- Interest in growing into commercial lines, with support available to help you get there.
- Comfortable with technology including Broker Management Systems, comparative rating tools, and digital sales workflows.
- Organized, compliant, and detail-oriented with accurate files and strong quality 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 to support your ramp-up, designed for experienced brokers making a confident transition.
- Shared ownership interest in the book of business you build after 3 years.
- Three months of in-office training and onboarding in Milton to set you up right, then the option for a hybrid model.
Support and Tools
- 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 BIG's 2025 Brokerage of the Year, an award-winning team known for integrity and genuine relationship-building.
- A Managing Partner and team invested in developing their people.
- Support to grow into commercial lines as the branch actively expands this area of the business.
- 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 commissions on new and renewal business. Subject to applicable agreements and regulatory requirements, individuals may become eligible over time to retain an ongoing interest in the book of business they personally generate.
Diversity, Inclusion and Belonging
Billyard Insurance Group Milton is committed to building a transparent environment where everyone feels heard, welcomed, and included. We are a proud equal-opportunity workplace committed to equal employment opportunity regardless of race, colour, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, or gender identity.
Accessibility
BIG Milton is committed to an inclusive, barrier-free recruitment process. Should you require any accommodation, please contact us at [email protected] or 905.346.2190 ext. 10112 and we will work with you to meet your accessibility needs.
BIG does not use AI to screen or assess candidates. This posting is to fill a new open role within our organization.
Pay: $35,200.00-$118,480.73 per year
Application question(s):
- Will you be able to reliably commute or relocate to Milton for the first 3 months of training?
- I understand that this role is paid through uncapped commissions with a base for 3 months training only.
Experience:
- Insurance sales: 2 years (required)
Licence/Certification:
- RIBO or OTL License (required)
Work Location: Hybrid remote in Milton, ON L9T 1N4
