MARKET WIRE NEWS

Ryan Specialty Signs Definitive Agreement to Acquire Canadian MGU Stewart Specialty Risk Underwriting

MWN-AI** Summary

Ryan Specialty (NYSE: RYAN), a prominent international specialty insurance firm, has announced a definitive agreement to acquire Stewart Specialty Risk Underwriting Ltd. (SSRU), a Canadian managing general underwriter (MGU) based in Toronto. This acquisition will integrate SSRU into Ryan Specialty’s Underwriting Managers (RSUM) division, enhancing Ryan Specialty’s capabilities within the Canadian market.

Founded in 2016, SSRU has gained recognition for its expertise in underwriting high-hazard property and casualty solutions across various sectors including manufacturing, utilities, real estate, construction, and oil and gas. With a robust distribution network comprising numerous global retail brokers, SSRU has established a strong presence across all Canadian provinces and territories, successfully attracting backing from multiple A-rated insurance carriers.

Pat Ryan, the Founder and Executive Chairman of Ryan Specialty, expressed enthusiasm about the acquisition, emphasizing its strategic importance in expanding Ryan Specialty's footprint and market reach in Canada. Tim Turner, CEO of Ryan Specialty, commended SSRU's disciplined underwriting and strong broker relationships which will significantly contribute to Ryan Specialty's growth strategy.

Miles Wuller, CEO of Ryan Specialty Underwriting Managers, highlighted SSRU's world-class talent and innovation, positioning the firm to enhance the quality of insurance risks offered to their trading partners in North America. Stephen Stewart, President and CEO of SSRU, regarded this partnership as a milestone for both SSRU and the Canadian specialty market, aiming to uphold SSRU's independence while leveraging a larger platform for growth.

The transaction, which is expected to close in Q4 2025, will add approximately CAD$18 million (USD$13 million) in operating revenue to Ryan Specialty. Terms of the deal remain undisclosed, with Marsh Berry serving as the exclusive financial advisor to SSRU.

MWN-AI** Analysis

Ryan Specialty's announcement of its definitive agreement to acquire Stewart Specialty Risk Underwriting Ltd. (SSRU) signals a strategic move to solidify its position in the Canadian specialty insurance market. This acquisition aligns with Ryan Specialty's long-term growth strategy and is expected to enhance its operational capabilities across high-hazard property and casualty sectors, particularly in manufacturing, utilities, and oil and gas.

Key benefits of this acquisition include the expansion of Ryan’s distribution network and underwriting excellence through SSRU's established broker relationships and market expertise. SSRU’s significant operating revenue of CAD$18 million (approximately USD$13 million) for the 12 months ended September 30, 2025, provides a sound financial backing that reinforces the potential value it can add to Ryan Specialty's portfolio.

The transaction, projected to close in Q4 2025, presents Ryan Specialty with immediate access to SSRU’s robust client base and deep knowledge of the Canadian market. This synergistic integration will likely allow for better risk management and innovative insurance solutions, which are critical in a competitive landscape.

Investors should perceive this acquisition as a strong positive signal, as it not only broadens Ryan Specialty’s footprint in Canada but also optimizes its total addressable market. The commitment from both companies to maintain SSRU's operational independence while leveraging the expansive resources of Ryan Specialty enhances competitive advantages without compromising SSRU’s established identity.

However, potential investors should keep an eye on integration risks typical of acquisitions, including cultural alignment and operational merging. If managed well, this acquisition can lead to increased market share, improved underwriting performance, and a solidified reputation within the industry, making Ryan Specialty an attractive prospect for long-term investment. Overall, the market should view this as a strategic initiative to bolster Ryan Specialty's growth trajectory in an evolving insurance landscape.

**MWN-AI Summary and Analysis is based on asking OpenAI to summarize and analyze this news release.

Source: Business Wire

Ryan Specialty (NYSE: RYAN) (“Ryan Specialty”), a leading international specialty insurance firm, is pleased to announce that it has signed a definitive agreement to acquire Stewart Specialty Risk Underwriting Ltd. (“SSRU”). SSRU is a managing general underwriter (“MGU”) based in Toronto, Canada specializing in underwriting large-account, high-hazard property and casualty solutions. SSRU will become a part of the Ryan Specialty Underwriting Managers (“RSUM”) division of Ryan Specialty.

Founded in 2016 by Stephen Stewart, SSRU has established itself as a leading Canadian MGU with expertise in manufacturing, utilities, real estate, construction and oil and gas. SSRU has built a robust distribution network that includes many global retail brokers and has capabilities across all 13 Canadian provinces and territories. The firm’s breadth of expertise and consistent underwriting results have attracted the backing of multiple A rated carriers.

Pat Ryan, Founder and Executive Chairman, Ryan Specialty, remarked, "We could not be more excited about the opportunity to welcome Stephen Stewart and the entire SSRU team to the Ryan Specialty family. 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. We are confident that the Ryan Specialty platform will greatly enhance the value that SSRU can deliver for its clients and trading partners.”

Tim Turner, CEO, Ryan Specialty, commented, "SSRU is an exceptional organization with a proven track record of disciplined underwriting and strong broker relationships. This acquisition allows Ryan Specialty to expand our Canadian market presence at scale, and we are thrilled to welcome Stephen Stewart and his talented team to Ryan Specialty.”

Miles Wuller, CEO, Ryan Specialty Underwriting Managers, added, "SSRU’s talent, underwriting acumen, and innovation are world-class and align perfectly with our commitment to offer our carrier trading partners unique and high-quality insurance risks. Additionally, SSRU’s deep sector knowledge and national reach position us to deliver our broader product offering into Canada. We look forward to working with Stephen and his team to deliver even greater value to our brokers, agents, and carriers across North America."

Remarking on the sale, Stephen Stewart, President and CEO, SSRU, said, “Joining Ryan Specialty Underwriting Managers marks a milestone for both SSRU and the Canadian specialty market. We look forward to bringing our expertise to a broader platform while maintaining the independence and discipline that define our approach. This partnership positions us to grow responsibly and continue delivering for our clients, brokers, and carrier trading partners across the country.”

SSRU generated approximately CAD$18 million of operating revenue for the 12 months ended September 30, 2025 1 .

Terms of the deal were not disclosed. The transaction is expected to close in the fourth quarter of 2025.

Marsh Berry served as exclusive financial advisor to SSRU.

1 This figure has not been audited. Using current exchange rates, CAD$18 million of operating revenue equates to USD$13 million in operating revenue.

About Ryan Specialty

Founded in 2010, Ryan Specialty is a service provider of specialty products and solutions for insurance brokers, agents and carriers. The firm provides distribution, underwriting, product development, administration and risk management services by acting as a wholesale broker and a managing underwriter with delegated authority from insurance carriers. Ryan Specialty’s mission is to provide industry-leading innovative specialty insurance solutions for insurance brokers, agents and carriers. To learn more, please visit ryanspecialty.com .

About Ryan Specialty Underwriting Managers

Ryan Specialty Underwriting Managers is an industry leader in delegated authority underwriting services. Our family of managing general underwriters (MGUs) and national programs have the expertise and authority to design, underwrite, bind, and administer a diverse portfolio of risks. Our value proposition originates with our 950+ industry professionals who are empowered by centralized technical support and policy lifecycle administration, coupled with a broad distribution network of retail and wholesale brokers. We have been diligently servicing our valued clients and trading partners in North America, the UK, Europe and Asia Pacific since our establishment in 2010. To learn more, please visit ryanspecialtyum.com .

View source version on businesswire.com: https://www.businesswire.com/news/home/20251028121018/en/

Media
Alice Phillips Topping
SVP, Chief Marketing & Communications Officer
Ryan Specialty
Alice.Topping@ryanspecialty.com
(312) 635-5976

Investor Relations
Nicholas Mezick
VP, Investor Relations
Ryan Specialty
IR@ryanspecialty.com
(312) 784-6152

FAQ**

How does the acquisition of Stewart Specialty Risk Underwriting Ltd. enhance Ryan Specialty Group Holdings Inc. Class A RYAN's market presence and capabilities in Canada?

The acquisition of Stewart Specialty Risk Underwriting Ltd. strengthens Ryan Specialty Group Holdings Inc.'s market presence in Canada by expanding its underwriting capabilities, diversifying its product offerings, and enhancing its ability to address local market needs.

What specific synergies are anticipated between Ryan Specialty Group Holdings Inc. Class A RYAN and SSRU, particularly in terms of underwriting expertise and distribution networks?

The anticipated synergies between Ryan Specialty Group Holdings Inc. Class A (RYAN) and SSRU include enhanced underwriting expertise through shared best practices and improved distribution networks leveraging combined resources to access a broader client base.

Given the reported CAD$18 million operating revenue from SSRU, what impact do you expect this acquisition to have on the financial performance of Ryan Specialty Group Holdings Inc. Class A RYAN in the coming quarters?

The CAD$18 million operating revenue from SSRU is expected to positively enhance Ryan Specialty Group Holdings Inc. (RYAN)'s financial performance in the coming quarters by diversifying its revenue streams and potentially increasing overall profitability.

What strategies will Ryan Specialty Group Holdings Inc. Class A RYAN employ to integrate SSRU while maintaining its commitment to independent and disciplined underwriting practices?

Ryan Specialty Group Holdings Inc. Class A (RYAN) will likely focus on aligning SSRU's operations with its existing frameworks through strategic integration processes, ensuring autonomy in underwriting while leveraging synergies to enhance overall efficiency and market competitiveness.

**MWN-AI FAQ is based on asking OpenAI questions about Ryan Specialty Group Holdings Inc. Class A (NYSE: RYAN).

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