Underwriting Manager, Mid-Market - 239 - IW-239

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

Underwriting Manager, Mid-Market - 239 - IW-239

Date of modification:

Job number: IW-239

Detail

Job title: Underwriting Manager, Mid-Market - 239

Location: Toronto

Description

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
• 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

Information

• City: Toronto
• Job Type: Full-Time
• Education: Post Secondary Education
• Minimum experience required: 11 or more Years
• Salary (annually): from $100,000 to $140,000