Your Local Insurance Partner Since 1903.

Imagine having a neighbour who’s always there when something goes wrong; that’s exactly what Harvard Western Insurance has been for Saskatchewan communities for over a century.

A Legacy of Trust: Our Story

Here in the prairies, where the weather can turn on a dime and life moves at its own pace, we’ve built our reputation on being the steady hand that helps you through life’s unexpected moments.

What began in 1903 as McCallum Hill and Company has grown into Harvard Western Insurance, but we’ve never forgotten where we came from. Those early days taught us something important: insurance isn’t just about policies and premiums. It’s about people and promises.

Our journey through the decades has been shaped by meaningful mergers and thoughtful growth:

Our Insurance Heritage

1903

Walter Hamilton Alexander Hill and E.A. McCallum establish McCallum Hill and Company

1996

McCallum Hill Insurance and Cooks Insurance join forces to become Cooks McCallum Hill Insurance

2005

A strategic merger between Harvard Developments Inc. and Western Financial Group creates Cooks ISI Insurance

2010

Harvard Western Insurance is officially founded, combining generations of local expertise

2018

Hoff Insurance joins the HWI family, expanding our community presence

2023

We welcome both Tilley’s Insurance Agency and Dalmeny Insurance to our growing team

2024

Harvard acquires Western Financial Group’s shares to become the majority owner, establishing us as the largest Saskatchewan-owned insurance brokerage

Why We’re ‘The Company That Cares’

Vision Board

Corporate Relationships

The Hill Companies

Harvard Western Insurance is proud to be part of The Hill Companies family, one of Saskatchewan’s oldest and most respected business groups. Founded in 1903, The Hill Companies have a rich history of growth and diversification in real estate, insurance, broadcasting, and other sectors.

This relationship provides Harvard Western Insurance with strong foundations and resources to continue our growth while maintaining our commitment to the communities we serve.

As part of The Hill Companies, we share a legacy of integrity, innovation, and community leadership that spans generations.

Visit The Hill Companies

Recognition & Awards

Regina & District Chamber of Commerce Paragon Awards

Harvard Western Insurance is honoured to be a recipient of the Regina & District Chamber of Commerce Paragon Awards.

This prestigious recognition celebrates business excellence in our community and highlights our commitment to exceptional service, innovation, and community involvement.

The Paragon Awards represent the highest standards of business achievement in the Regina area, and we’re proud to be recognized alongside other outstanding local businesses that contribute to the strength and vitality of our community.

Learn About Paragon Awards

Explore Our Insurance Solutions

Auto Insurance | Home Insurance | Travel Insurance | Business Insurance | Farm Insurance | Life Insurance

As an independent broker, we offer a wide range of insurance products to meet your personal and business needs.

Stay Updated with Harvard Western Insurance

Subscribe to our LinkedIn newsletter for the latest insurance industry insights, company updates, and helpful tips to protect what matters most to you.

Subscribe on LinkedIn →

Our Story: Harvard Western Insurance