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Ryan Specialty to acquire Stewart Specialty Risk Underwriting in Canada

Ryan Specialty to acquire Stewart Specialty Risk Underwriting in Canada

Ryan Specialty has signed a definitive agreement to acquire Stewart Specialty Risk Underwriting (SSRU), a Canadian managing general underwriter known for handling large-account and high-hazard property and casualty business.

Following the deal, SSRU will join Ryan Specialty Underwriting Managers, the company’s specialty underwriting division.

Financial terms weren’t disclosed, but the move signals a deliberate push into Canada’s high-risk commercial market.

Founded in 2016 by Stephen Stewart, SSRU writes business across all 13 Canadian provinces and territories.

The firm’s portfolio spans manufacturing, utilities, real estate, construction, and oil and gas. Its network includes global retail brokers, giving it reach well beyond Canada’s borders.

This very strategic transaction not only expands our capabilities in Canada but also represents a significant increase in the total addressable market that we serve

Pat Ryan, founder and executive chairman of Ryan Specialty

According to the company, SSRU generated about C$18 mn ($12.9 mn) in revenue for the fiscal year ended Sept. 30. The transaction is expected to close in the fourth quarter of this year.

The acquisition follows another expansion move by Ryan Specialty, which recently launched Clach Casualty Underwriting Managers, a managing general underwriter focusing on casualty solutions for complex construction and habitational real estate risks.

Operating under Ryan Specialty Underwriting Managers, Clach Casualty began writing business this fall through U.S. wholesale brokers.

The new unit offers both primary and excess casualty coverage, including general liability programs tailored for New York contractors and habitational real estate owners.

Taken together, the SSRU acquisition and Clach launch show a clear pattern – Ryan Specialty is doubling down on niche, high-severity markets where underwriting expertise and risk selection drive returns.

We think that’s a smart, margin-driven play in an otherwise tight commercial landscape.