Director, Commercial Underwriting (Calgary – Hybrid)

Our client, a well-established commercial P&C insurer operating across Western Canada, is seeking a Director, Commercial Underwriting to lead their Prairie region (Calgary & Edmonton). This is a senior leadership role reporting to the VP of Underwriting, with oversight of two Underwriting Managers (each leading ~ 5-8 staff) and an Executive Underwriter.

The Role
You will provide strategic direction, leadership, and coaching across the regional underwriting team while ensuring strong portfolio performance, underwriting quality, and continued growth. This role is ideal for someone comfortable leading through leaders and handling complex commercial risks.

What We’re Looking For

• 10+ years in commercial P&C underwriting
• Proven people leadership experience (ideally managing managers)
• Strong technical expertise in complex risks (construction, oil & gas preferred)
• Ability to drive performance, develop talent, and influence strategy
• Strong communication and stakeholder management skills
• CIP (asset)
• Willingness to travel 1–2 times per quarter

What’s Offered

• Senior regional leadership role with strategic impact
• Established team with strong organizational support
• Hybrid model (3 days in office, Calgary-based)
• Base salary: $160K–$170K
• 20% bonus (strong historical payout) with additional upside
• Stock options (30–50%)
• 5% RRSP contribution
• Comprehensive benefits from day one
• 20 vacation days
• 10 personal days

This is an excellent opportunity for a seasoned underwriting leader looking to step into a high-impact regional role within a stable and growing organization.

Apply Today

Please submit your resume directly to Whitney Green via email at [email protected] referencing Job ID: 86577

About Us

Executrade is one of Western Canada’s most comprehensive full-service recruitment firms, with over 50 years of expertise in connecting talented professionals with leading organizations.

We are proud to apply principles of diversity, equity, and inclusion in all our recruitment practices, ensuring equal opportunities for all candidates. Our commitment to these values enables us to match organizations with a diverse range of top talent, fostering workplace cultures that thrive on innovation, collaboration, and respect.

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