Director, Commercial Transportation

Job Description

Posted Tuesday, July 7, 2026 at 7:00 AM

We’re searching for a Director, Commercial Transportation . Are you searching for new possibilities?

Westland Insurance Group Ltd. is growing, and we’re looking for a dynamic commercial transportation leader to elevate our national Transportation portfolio as Director, Commercial Transportation (Hybrid). This leadership role is responsible for driving strategic growth, managing complex risks, and empowering a high-performing advisory team across Canada. This position is based in Toronto, ON , with travel as required.

Expected Compensation: The expected hiring range for this role is $129,600 to $162,000 based on a 37.5 hour work week. Actual offered salary will depend on the successful candidate’s qualifications and experience, as well as market conditions for the role, and internal equity.

Westland also offers a competitive annual short-term incentive program th...