Cherry Insurance
About Cherry Insurance

Four generations. One Saskatchewan family. Since 1945.

Cherry Insurance has been independently owned and operated by the Cherry family since 1945. Never acquired by a national chain. Never outsourced. Still answering the phone when a client calls.

80+
Years in Saskatchewan
6
Locations
35
Brokers
4
Generations of Family Ownership
History

An abridged history of Cherry Insurance.

Since 1945, Cherry Insurance has been Saskatchewan's trusted independent insurance broker. The Cherry family has proudly owned and operated Cherry Insurance across four generations and plans to be here helping Saskatchewan clients for many decades to come.

Today Cherry operates six locations across Saskatchewan, four in Saskatoon, one in North Battleford, and one in Prince Albert, with 35 brokers serving personal, commercial, farm, and church insurance clients across the province.

Cherry Insurance is part of your community. When you come to see us about your insurance needs, you are talking to people who live and work in the same communities you do. That is not a marketing line, it is the reason Cherry has lasted 80 years.

Four Generations

The Cherry family tree.

From John C. Cherry & Hessie in 1945 to Robyn Cherry & Owen today.

Cherry Insurance family illustration showing four generations of the Cherry family from 1945 to today
Since 1945

Our Roots: Saskatchewan Family Owned Since 1945

Four generations of one Saskatchewan family. A timeline of the people, places, and decisions that shaped Cherry Insurance.

  1. 1896 photo of Isaac Cherry and his son John arriving at Smithville District, Saskatchewan by horse-drawn wagon
    Prairie Beginnings
    1896

    The Cherrys Arrive in Saskatchewan

    Isaac Cherry moves west from Ontario with his son John, settling near Smithville, Saskatchewan and purchasing farmland on the open prairie.

  2. Black-and-white photo of John Cherry and his brother on the family farm in 1927
    Second Generation on the Land
    1927

    John Cherry & His Brother Take Over the Farm

    John Cherry and his brother step into ownership of the family farm, carrying the Cherry name into a new generation of Saskatchewan agriculture.

  3. Depression-era prairie family standing outside their farmhouse with belongings packed, representing the Cherry family losing their farm in the 1930s
    The Depression Years
    1930s

    The Farm Is Lost

    Like so many prairie families, the Cherrys lose the farm during the Great Depression — presumably around 1937, the year Hessie was charged under the Milk Control Act. A hard chapter that shaped everything that came next.

  4. Portrait of John Cherry, founder of Cherry Agencies Ltd., wearing a suit with a carnation boutonnière
    A New Path
    Dec 6, 1945

    John Starts Cherry Agencies Ltd.

    Determined to protect other Saskatchewan families from the kind of loss his own family lived through, John Cherry founds Cherry Agencies Ltd. on December 6, 1945.

  5. Portrait of a young Cecil Cherry around the time he joined Cherry Agencies in 1951
    Family Joins the Business
    March 1951

    Cecil Cherry Joins Cherry Agencies

    Cecil Cherry comes aboard, beginning the brokerage's tradition of one Cherry generation working alongside the next.

  6. Portrait of John Cherry around his retirement from Cherry Agencies in 1964
    Passing the Torch
    1964

    John Cherry Retires

    After nearly two decades building the agency from the ground up, founder John Cherry steps back and hands the reins to the next generation.

  7. Portrait of a young Scott Cherry around the time he joined Cherry Agencies in 1975
    Third Generation
    1975

    Scott Cherry Joins Cherry Agencies

    Scott Cherry joins the family business, bringing a third generation of Cherrys into the brokerage and broadening its reach across the Prairies.

  8. Portrait of Cecil Cherry, who passed away in 1984
    In Memoriam
    1984

    Cecil Cherry Passes Away

    The Cherry family says goodbye to Cecil, whose decades of service helped shape the values the brokerage still leads with today.

  9. Portrait of Robyn Cherry, who joined Cherry Insurance in 2004
    Fourth Generation
    2004

    Robyn Cherry Joins Cherry Insurance

    Robyn Cherry joins the brokerage, carrying the family name into a fourth generation and a new era of client service.

  10. Scott Cherry and Robyn Cherry at Cherry Insurance
    The Next Chapter
    2024

    Owen Larocque Joins Cherry Insurance

    Owen Larocque joins the team, continuing the Cherry tradition of trusted, family-rooted insurance built for Saskatchewan.

Values

What Cherry stands for.

Five values. Written in 1945. Still true today.

01

Customer Focus

Above all, Cherry's services are built around what matters most to clients. Cherry builds relationships that are more personal, learning directly from clients and using those insights to always be improving.

02

Community

The Cherry family has called Saskatchewan home for over 130 years, since 1896. Supporting the communities Cherry operates in, being there for neighbours in times of distress, is what makes the work meaningful. Cherry invests in local organizations and believes deeply in uplifting the communities it serves.

03

Teamwork

Great things in a business are never done by one person, they are done by a team. Cherry's brokers work together, respect one another, and push each other to grow. From the front office to the back, it is one Cherry family.

04

Empowerment

The strength of the team is in each person's individual talent and knowledge. Cherry encourages everyone to be engaged, take ownership, and bring forward new ideas that deliver real value to clients.

05

Integrity

Honesty is in every facet of Cherry's business. Every relationship is built on mutual trust. Cherry holds itself accountable and does what is right, even when nobody is watching.

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