Job Title: Fleet Underwriter (Auto Physical Damage & Motor Truck Cargo)Location: In-Person – Hamilton, Ontario

Are you a motivated, positive, and enthusiastic insurance professional looking to join a growing and dynamic team?

Our client, a fast-growing and well-respected Commercial Insurance Managing General Agent (MGA), is currently seeking a Fleet Underwriter to join their team in Hamilton, Ontario. With offices in Ontario and Edmonton, they serve retail brokers across Canada, offering a comprehensive suite of transportation and commercial insurance products.

Their experienced underwriting team is dedicated to providing tailored, first-class insurance solutions that adapt to clients’ evolving risk-management needs. They value strong broker relationships, innovation, and a client-centric approach backed by competitive pricing and service excellence.

About the Role

As a Fleet Underwriter, you will focus on underwriting within the Auto Physical Damage (APD) and Motor Truck Cargo (MTC) product lines. You will assess risks, provide insurance solutions, and work collaboratively with brokers to build a profitable and sustainable book of business.

Key Responsibilities

• Underwrite trucking and transportation submissions and related commercial auto lines to offer competitive, tailored solutions.

• Develop and maintain strong relationships with retail broker partners to drive new and renewal business.

• Accurately price, authorize, and document moderate to complex commercial accounts within established authority and Lloyd’s guidelines.

• Apply rating matrices, underwriting parameters, and policy wordings with precision.

• Provide insights and recommendations to support continuous improvement in underwriting processes and service delivery.

• Collaborate with team members to maintain a high standard of underwriting performance.

What You Bring to the Table

• A positive attitude, strong work ethic, and a team-oriented mindset.

• 4 years of Experience in commercial transportation underwriting, specifically with APD and MTC lines, is preferred.

• Excellent customer service, communication, and negotiation skills.

• Proven ability to work independently, manage multiple priorities, and meet deadlines.

• Analytical thinking and confident decision-making in a fast-paced environment.

• Comfortable with evolving technologies and adaptable to change.

What We Offer

• Group RRSP with a monthly company matching contribution

• Group Benefits Plan including health, dental, and vision coverage

• Paid personal days to support work-life balance

• Four weeks’ paid vacation to start

• Extra paid days off at Christmas

• Competitive salary based on experience and qualifications

• Monday to Friday work schedule: 8:30am to 4:30pm (35-hour work week)

• Early office closures on Fridays of long weekends (May to October)

• Career development opportunities and clear paths for growth

• Reimbursement for continuing education and professional development

• Full commission on employee home and auto insurance policies

• Employee Assistance Program (EAP) for confidential support and resources

Join a team where your expertise is valued, your work makes an impact, and your career can thrive.