Small Town, Big in Excellence

Rose Freeman, Owner of Willow Insurance.

Rose Freeman
Owner of Willow Insurance


Rose Freeman is the sole owner of Willow Insurance Corp. who has been described by industry-leaders as “a small business owner making a big impact”.

Last year was a busy year as Rose celebrated her 10th year in business. She purchased an existing insurance brokerage in Shell Lake in 2013. From an unlikely move from corporate finance, once she opened Willow Insurance, it was all up! Rose expanded the business to a second location in Debden in 2017 and doubled her premium-written book of business in just four years – a growth that typically takes ten years to achieve.

Rose’s leadership focus on teamwork and community involvement was a key factor in the business owner being approached by the Make- A- Wish Foundation in the spring of 2023 to be an ambassador for their inaugural Women For Wishes campaign. The campaign consisted of 100 inspiring women from across Canada, 20 of which were from Saskatchewan, each with the goal of raising $10,000. Rose ended the campaign raising more than $11,000, all of which stays in Saskatchewan.

Apart from her successful charitable endeavors, she has excelled in a professional capacity on the National stage. In 2022 alone, Rose was recognized with three prestigious awards. Insurance Business Canada recognized her as an Elite Woman; an achievement given to only 48 Canadians, and just 2 Saskatchewan women, who have broken glass ceilings and who role models for younger generations of girls. She was recognized a second time by the same organization with the Cansure Award for Broker of the Year- Excellence Awardee- this time recognizing her for her innovation and client exemplary service. Then, Rose was published in the Global Best In Insurance Special Report celebrating outstanding insurance companies and professionals in Asia, Australia, Canada, New Zealand, the UK and the United States.
This momentum carried over to 2023 with Rose speaking at the SGI CANADA national convention as the Saskatchewan Delegate on the topic of Resilience. Once again she was named as one of 12 finalists for the Cansure Award for Broker of the Year by Insurance Business Canada.

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