Commercial Auto Underwriter

Accountabilities: Manage and develop a portfolio of complex commercial automobile accounts, including medium to large and bulk-rated fleet risks.

Underwrite new business and renewals within delegated authority limits and established underwriting guidelines.

Assess risks thoroughly, measure exposures, and determine appropriate terms, conditions, and target pricing using available underwriting tools.

Proactively identify and pursue renewal and new business opportunities with key broker partners.

Conduct opportunity assessments with distributors and brokers to identify potential for portfolio growth.

Qualify accounts against underwriting appetite, risk parameters, and business growth objectives.

Develop and execute clear strategies for in-person meetings with brokers, agents, and clients.

Negotiate terms and conditions and close commercially sound, profitable deals.

Identify opportunities to cross-sell additional lines of business and increase product penetration within existing accounts.

Maintain a forward-looking pipeline of target accounts approximately 90–120 days ahead of renewal or effective dates.

Serve as the primary point of contact for assigned key accounts and maintain strong, long-term broker and client relationships.

Document broker and client interactions accurately and update account information and status in internal systems in a timely manner.

Participate in regional sales meetings, strategic planning, and initiatives designed to strengthen market presence.

Promote relevant insurance products and services to expand market share within broker channels.

Act as a subject matter expert on coverage-related matters and provide support on claims and underwriting guideline interpretation.

Mentor and support the training and professional development of junior underwriting team members.

Requirements:

At least 5 years of professional experience as a Commercial Auto Underwriter or in a closely related commercial lines underwriting role.

Strong experience underwriting medium to large commercial automobile accounts, particularly bulk-rated fleet risks.

In-depth understanding of commercial auto products and regional and national Canadian markets.

Proven ability to analyze complex automobile exposures and make sound underwriting decisions with limited supervision.

Strong broker and client relationship management skills, with demonstrated ability to develop and maintain a professional network.

Experience managing both new business and renewal portfolios while identifying opportunities for profitable growth.

Strong negotiation, communication, presentation, and relationship-building skills.

Ability to assess risk, calculate target pricing, evaluate exposures, and apply underwriting guidelines effectively.

Strong commercial awareness and ability to balance underwriting discipline with business development objectives.

Excellent organizational and time-management skills, including the ability to manage a forward-looking account pipeline.

Ability to work independently within delegated authority while collaborating effectively with sales, claims, and other internal teams.

Proven ability to mentor junior professionals and contribute subject-matter expertise to the wider team.

CIP designation is required.

Canadian residency is required, with preference for candidates located in or near Montreal, Ottawa, Winnipeg, Edmonton, Calgary, or Toronto.

Willingness to travel occasionally for broker, agent, and client meetings.

Benefits:

Permanent, full-time opportunity.

Remote work model with scheduled work-from-home days.

Opportunities to work with complex commercial risks across regional and national markets.

Significant autonomy and responsibility within delegated underwriting authority.

Opportunities to build and strengthen relationships with brokers, agents, and commercial clients.

Professional development opportunities through exposure to complex underwriting, strategic planning, and subject-matter responsibilities.

Opportunities to mentor junior colleagues and contribute to team development.

Virtual, live interview process.

Occasional business travel as required for strategic meetings.

No relocation assistance available.

No visa sponsorship available.

How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best!  Why Apply Through Jobgether? 

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