Senior Underwriter, Regional Property

The Opportunity

Are you a strategic underwriter who thrives on building relationships and driving market growth? We are looking for a Senior Regional Underwriter to act as a key growth engine for our Commercial Underwriting Operations team.

Job Description

Reporting to the Manager, Commercial Underwriting, you will go beyond traditional risk assessment. In this highly engaging role, you will spearhead new business development, execute strategic underwriting initiatives and serve as a trusted technical expert for our most valued broker partners. If you have a deep understanding of complex property and liability risks, particularly within the P&C mid‑market space and a passion for winning profitable business, we want you on our team.

What To Expect

• Lead the assessment, negotiation and acquisition of complex new business submissions, directly contributing to regional profitability and expansion goals within the mid‑market segment.
• Actively participate in business strategy planning and implementation, analyzing mid‑market trends to identify and capture emerging commercial opportunities.
• Serve as the face of Economical in the market. You will cultivate robust, long‑term relationships with brokers, proactively leading production calls to secure key accounts.
• Leverage your deep technical expertise to underwrite and negotiate complex property and casualty accounts, with a dedicated focus on mid‑market commercial business.
• Act as a subject matter expert, providing elevated technical support and guidance to broker partners and internal stakeholders on mid‑market risk solutions.

What You Bring

• A University degree in any discipline, a 2‑year diploma from a publicly recognized college, or a completed CIP designation.
• A minimum of 5 years of progressive experience in Commercial Lines underwriting.
• Proven track record of successfully underwriting complex accounts, with extensive experience handling P&C mid‑market business.
• Strong analytical and strategic planning skills, you can quickly interpret market data, identify trends and make confident, profitable business decisions.
• Exceptional communication skills with the proven ability to influence stakeholders and skillfully negotiate terms and conditions.
• Excellent existing broker relationships within the region and a proven, proactive approach to creating and nurturing new distribution channels.

Salary Range: $59,300–$109,200

About Us

Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market. This position is being posted to fill an existing vacancy.

We encourage you to apply! We know from experience that a candidate doesn’t need 100% of the qualifications listed to bring incredible value to our team. We’re actively seeking diverse backgrounds and perspectives to help us make insurance better. At Definity, inclusion, diversity, and equity aren’t just “nice to have” — they’re essential to our success.

What’s in it for you?

• Hybrid work schedule for most roles
• Company share ownership program
• Incentive Program - Eligible employees may participate in various incentive plans which are paid out at the discretion of the company and subject to individual and company performance.
• Pension and savings programs, with company-matched RRSP contributions
• Paid volunteer days and company matching on charitable donations
• Educational resources, tuition assistance, and paid time off to study for exams
• Focus on inclusion with employee groups, support for gender affirmation surgery, access to BIPOC counsellors, access to programs for working parents
• Wellness and recognition programs
• Discounts on products and services

It’s better here — but don’t take our word for it. Definity was named by Great Place to Work as one of the Best Workplaces in Canada for women, for youth, and for inclusion.

Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting accessibility@economical.com. This role requires successful clearance of background checks (including criminal checks and leadership references).

About The Team

Economical is part of Definity, which includes some of Canada’s most long‑standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada’s leading and most innovative property and casualty insurers. We can’t do that without our people, so we embrace and encourage a culture that’s collaborative, ambitious, rewarding, and empowering. We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It’s better here.

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