Canada's largest insurance brokerage network with 300+ locations
Westland Insurance operates as one of Canada's top insurance brokerages across nearly 300 locations with over 3,000 employees. The hiring mix is heavily sales-focused (157 of 216 active roles), with accelerating velocity and a notable leadership pipeline in commercial lines and benefits — consistent with a multi-site brokerage scaling local market presence and delegated underwriting authority. Tech stack is enterprise-standard (Microsoft 365, Teams, SharePoint, Smartsheet), supporting distributed operations but showing no adoption of modern analytics, automation, or AI tools.
Notable leadership hires: Health & Life Director, Commercial Insurance Director, Commercial Transportation Director, Commercial Sales Director, Benefits Director
Westland Insurance is a privately held Canadian insurance brokerage founded in 1980 that has expanded from a single location in Ladner, BC, to a nationwide network. The firm serves individuals and businesses across car, home, business, travel, and employee benefits insurance categories. With over 3,000 employees distributed across coast-to-coast locations, Westland operates a sales-led model focused on local market penetration, complex commercial submissions, and delegated underwriting expansion. Active projects center on internal scaling: employee onboarding at acquired offices, learning program development, SOP documentation, and formal delegated authority frameworks.
Primarily Microsoft enterprise tools: Office, Teams, SharePoint, Microsoft 365, Active Directory, and Windows 10. Training and content tools include Articulate Storyline 360, Vyond, and Camtasia. Smartsheet for project management.
Westland operates nearly 300 locations across Canada, employing over 3,000 staff. The company was founded in 1980 and is headquartered in Surrey, British Columbia.
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