Commercial Transportation Underwriter

Overview

Our client is a growing and well-established Managing General Agent (MGA) specializing in commercial insurance solutions across Canada. They are seeking a Commercial Lines Underwriter to join their underwriting team, with a focus on complex commercial transportation risks, broker relationships, and a collaborative, growth-oriented environment. The successful candidate will receive mentorship from experienced industry leaders and gain exposure to specialized transportation and captive insurance programs.

• Underwrite and manage a portfolio of medium to large commercial transportation and fleet accounts
• Evaluate and quote new business, renewals, endorsements, and policy changes
• Analyze risk exposures and make underwriting decisions within delegated authority levels
• Negotiate terms, conditions, and pricing with broker partners
• Build and maintain strong relationships with brokers and key stakeholders
• Support profitable portfolio growth through sound underwriting practices
• Provide technical guidance and mentorship to junior underwriting staff
• Assist with the ongoing development and enhancement of underwriting guidelines, processes, and workflows
• Collaborate with claims, operations, and leadership teams to ensure exceptional service delivery
• Represent the organization at broker meetings, industry events, and networking functions as required

• Minimum 3 years of Commercial Auto or Commercial Transportation Underwriting experience
• Experience underwriting medium to large transportation fleets preferred
• Strong analytical and decision-making abilities
• Excellent communication and relationship-building skills
• Ability to thrive in a collaborative, fast-paced underwriting environment
• CIP designation completed or in progress is preferred
• RIBO license or willingness to obtain one is considered an asset
• Exposure to domestic markets and Lloyd’s placements is considered an asset

• $75,000 – $105,000 base salary + performance-based bonus
• Comprehensive health and wellness benefits package
• Retirement savings program
• Generous paid time off
• Tuition reimbursement and support for professional designations
• Ongoing mentorship from experienced underwriting leaders
• Collaborative team culture with strong internal support
• Long-term career growth opportunities within a growing MGA platform

• Enjoys transportation and commercial fleet underwriting
• Wants to deepen their technical underwriting expertise
• Values mentorship and professional development
• Thrives in a collaborative, team-oriented environment
• Is looking for long-term career growth within the MGA space

At Aplin — together with our brands Compu Staff, Impact Recruitment, and Vantix Systems — we connect great people with great organizations across North America. We believe diverse teams build stronger companies, and we welcome applicants from all backgrounds, experiences, and perspectives. Our recruitment services are always free for job seekers. Applicants must be legally entitled to work in Canada, including holding any required permits.