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

📌 Underwriting Manager (Toronto)
🏢 DGA Careers
📍 Toronto