Mid-Market Underwriting Manager — Hybrid Toronto

DGA Careers; Toronto; Hybrid; CAD 100,000 - 140,000; Full time

Benefits offered by this job

Comprehensive health and dental

Hybrid: 3 days in downtown Toronto

Paid sick and personal days

Christmas Eve off

Job summary

DGA Careers Inc. is seeking an Underwriting Manager for the Mid-Market sector in Downtown Toronto, ON. This permanent, full-time role leads a team of underwriters, focusing on construction and contracting portfolios, broker collaboration, and strategic growth.

You will coach a team of 6–10 underwriters, report to a Director, and contribute to retention and profitability in a dynamic insurance environment.

Qualifications

• 2+ years of people leadership experience.
• Strong mid-market underwriting experience in construction and contracting.
• Technical depth in commercial package: property and CGL; COC an asset.
• Solid broker relationships and strong service orientation.
• CIP, FCIP or equivalent designation completed or in progress.

Responsibilities

• Lead, coach and mentor a team of underwriters at varied experience levels, including performance management and development planning.
• Oversee full-cycle underwriting of mid-market accounts (typically $10K to $250K in premium).
• Drive retention and profitable growth of a construction and contracting portfolio.
• Build and maintain strong broker relationships through regular meetings and clear communication.
• Collaborate with Actuarial, Claims and other internal partners.
• Guide technical decisions across the team and support operational change.

Skills

People leadership

Mid-market underwriting

Broker relationships

Education

Post-secondary education

Job description

DGA Careers Inc. is seeking an Underwriting Manager for the Mid-Market sector in Downtown Toronto, ON. This permanent, full-time role leads a team of underwriters, focusing on construction and contracting portfolios, broker collaboration, and strategic growth.

You will coach a team of 6–10 underwriters, report to a Director, and contribute to retention and profitability in a dynamic insurance environment.