Commercial Underwriter Jobs in Toronto, Ontario, Canada
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Toronto, Ontario, Canada
Commercial Underwriting Director
Top Benefits
About the role
The Opportunity
Our client is seeking a Director, Commercial Underwriting to lead its commercial property and casualty underwriting operations across the Prairies. Based in Calgary, this is a senior regional leadership position with responsibility for teams located in both Calgary and Edmonton. The Director will oversee two Underwriting Managers, each leading a team of approximately eight professionals, as well as an Executive Underwriter. Most of the regional team is based in Calgary. Reporting to the Vice President of Underwriting, this individual will provide leadership, coaching, and strategic direction while supporting underwriting quality, portfolio performance, employee development, and continued growth across the region.
This opportunity is well suited to an experienced commercial underwriting leader who understands complex property and casualty risks and is comfortable leading through other people managers. Experience with construction, oil and gas, or similarly complex commercial sectors would be particularly valuable.
The Employer
Our client is a commercial property and casualty insurer with underwriting operations across Western Canada. The organization is seeking an experienced leader who can support a well-established regional team while contributing to broader underwriting strategy and business performance.
About You
You are an experienced commercial property and casualty underwriting professional with a strong record of direct people leadership. You are comfortable leading managers, developing underwriting talent, and maintaining high standards for underwriting quality and portfolio performance.
You bring sound commercial judgment, strong relationship-building skills, and an understanding of the Prairie insurance market. You are able to balance strategic leadership with practical involvement in complex underwriting matters and are comfortable working with senior stakeholders across multiple offices.
Necessary Qualifications Include
10+ years of commercial property and casualty underwriting experience Previous direct people leadership experience Demonstrated ability to coach, develop, and lead underwriting professionals Experience managing managers or leading through senior team members considered a strong asset Strong technical knowledge of commercial property and casualty underwriting Experience with complex commercial risks Ability to provide leadership across teams located in Calgary and Edmonton Strong communication, decision-making, and relationship-management skills Exposure to construction, oil and gas, or similar commercial sectors considered a strong asset CIP designation considered an asset Ability to travel approximately one to two times per quarter
What’s in It for You
Senior regional leadership opportunity with responsibility across the Prairies Oversight of an established team that includes two Underwriting Managers and an Executive Underwriter Opportunity to influence underwriting strategy, employee development, and regional business performance Calgary-based hybrid work structure with three days per week in office and two days from home Base salary expected to range from $160,000 to $170,000 20% annual bonus target with a strong historical record of payout Limited travel, generally one to two trips per quarter
Not the right fit? Search for Commercial Underwriting Director jobs in Calgary, Alberta, Canada
About DGA Careers
DGA Careers is an Executive Search and Recruitment firm focused exclusively on the insurance industry across North America since 1986. Our deep industry experience, knowledge and strong relationships enable us to connect leading insurers, insurance brokerage firms and independent adjusting firms with the most talented mid to senior level professionals for each individual leadership role.
As specialists in the insurance industry, we are uniquely positioned to thoroughly understand the issues, trends and challenges affecting both our clients and executive talent. Our experienced consultants include former insurance executives and professionals, giving us unequalled access to the insurance industry’s leading senior executives and firms.
As a member of NIRA (the National Insurance Recruiters Association), we have access to an unparalleled network of US candidates through nearly 50 insurance recruiting specialist affiliates throughout the United States.
Generalist executive search firms may fill one insurance executive position a year: We successfully place multiple senior executives in leading companies in the insurance industry every year. Bottom line: We find and assess great people for the insurance industry.