Underwriting Manager

Toronto, ON
Hybrid
Posted Oct 17, 2026
1 position

$130,000–$140,000 / year

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Employment type: Full-time
Experience level: Mid-level · 2+ years
Minimum education: Professional degree
Posting language: English
Working hours: 40 hours per week
Office presence: 3 days per week
Seniority: Mid-Senior level
Application method: Apply on LinkedIn (LinkedIn sign-in required)

Job summary

Lead, coach, and develop a team of 6 to 10 underwriters while overseeing full-cycle underwriting for mid-market construction and contracting accounts. Drive portfolio retention and profitable growth, maintain broker relationships, guide technical decisions, and collaborate with internal partners on operational change.

Job details

Underwriting Manager, (Mid-Market) Location: Downtown Toronto, ON (hybrid) | Type: Permanent, full-time About the opportunity Our client, a leading Canadian commercial insurer, is hiring an Underwriting Manager to lead a team of underwriters in its mid-market segment. This is a people-first leadership role. You will coach and develop a team, steward a book of construction and contracting accounts with a focus on retention, and partner closely with a broker network. You will lead 6 to 10 underwriters, from associate through to specialist (subject matter expert) level, and report to a Director. What you’ll do Lead, coach and mentor a team of underwriters at varied experience levels, including performance management, development planning and career growth Oversee full-cycle underwriting of mid-market accounts (typically $10K to $250K in premium), including evaluation, selection, negotiation, pricing and documentation Drive retention and profitable growth of an established construction and contracting portfolio Build and maintain strong broker relationships through regular in-person meetings and responsive, consistent communication Collaborate with Actuarial, Claims and other internal partners Guide technical decisions across the team and support operational change What you bring Proven people leadership (2+ years leading underwriters), including coaching, mentoring and the day-to-day HR side of management Strong construction and contracting underwriting experience in the mid-market Technical depth in commercial package: commercial property and CGL, with COC an asset. Solid broker relationship skills and a strong service orientation CIP, FCIP or equivalent designation completed or in progress Compensation and rewards Base salary: $130,000–$140,000, plus a 15% annual bonus 4 weeks’ vacation Employer-paid defined contribution pension Share purchase plan Comprehensive health and dental benefits Paid sick and personal days, plus Christmas Eve off Hybrid: 3 days per week in the downtown Toronto office. Continued learning support and clear internal growth pathways

What you’ll do

Requirements

Requires at least two years of experience leading underwriters, including coaching, mentoring, and day-to-day people management. Candidates should have mid-market construction and contracting underwriting experience, technical expertise in commercial property and CGL, strong broker relationship skills, and a completed or in-progress CIP, FCIP, or equivalent designation.