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Underwriting Manager

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Onsite

Underwriting Manager

DGA Careers

Underwriting Manager

Skills

Performance Management

6 days ago

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Important information


Contract type:

Permanent

Location:

Toronto, ON, Canada

Work mode:

Onsite

Published on:

16 October 2026

What they need


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

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