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Bishop Street Underwriters Announces Strategic Investment by White Mountains

MWN-AI** Summary

Bishop Street Underwriters, a portfolio company of RedBird Capital Partners, announced a significant strategic investment of $125 million from White Mountains Insurance Group, enhancing its growth trajectory in the insurance sector. This partnership arrives at a pivotal moment for Bishop Street, having achieved substantial milestones in 2025, including gross written premiums exceeding $650 million and an industry-leading organic growth rate with a remarkable sub-50% portfolio loss ratio.

Chad Levine, CEO of Bishop Street, expressed enthusiasm regarding White Mountains' involvement, labeling them as a crucial ally for expansion as the firm aims to solidify its global presence in 2026. The management team, including Chad Weber, President of Bishop Street, underscored White Mountains' extensive expertise in scaling Managing General Agents (MGAs) and their nuanced understanding of the insurance landscape—an asset that will enhance Bishop Street's strategic initiatives.

Liam Caffrey, CEO of White Mountains, conveyed confidence in Bishop Street’s emerging status as a top MGA platform, praising its talented leadership and potential for capturing growth opportunities in the evolving market. Chris Delehanty, Head of M&A at White Mountains, highlighted the fruitful collaboration between the two firms, which have shared a longstanding relationship.

Mike Zabik, Partner at RedBird Capital Partners, noted that White Mountains' reputation as a long-term investor with deep industry knowledge and resources positions them as an ideal partner for Bishop Street, paving the way for growth in 2026 and beyond. This alliance promises to unlock significant opportunities as Bishop Street seeks to capitalize on favorable market dynamics and enhance its operational footprint.

MWN-AI** Analysis

Bishop Street Underwriters’ recent announcement of a $125 million strategic investment from White Mountains Insurance Group signals a significant shift in the company’s trajectory and highlights its potential for future growth. With Bishop Street surpassing $650 million in gross written premium in 2025 and maintaining a low sub-50 percent portfolio loss ratio, it has established itself as a premier player in the Managing General Agent (MGA) space.

Investors should consider this development as a potential opportunity. The backing of White Mountains not only provides robust financial support but also comes with a wealth of industry expertise that can enhance Bishop Street's strategic initiatives. White Mountains’ track record in scaling successful entities within the insurance sector positions it as a valuable partner in driving Bishop Street's growth objectives in 2026 and beyond.

As Bishop Street aims to expand its global footprint and accelerate its growth strategy, investors should monitor its performance closely. The partnership is poised to leverage White Mountains’ understanding of the intricacies of the MGA landscape, which may unlock new opportunities for revenue generation. With increasing interest in niche underwriting and a focus on accretive acquisitions, Bishop Street is well-positioned to capitalize on industry trends that favor innovative and agile market participants.

Market participants should pay attention to Bishop Street’s operational metrics in the coming quarters. A sustained growth trajectory accompanied by effective deployment of the newly acquired capital will be critical to affirming its value proposition. Furthermore, the engagement with White Mountains presents a strategic leverage point that could enhance investor confidence, thereby influencing stock performance and market perception.

In summary, the strategic partnership with White Mountains marks a pivotal moment for Bishop Street Underwriters and represents a compelling investment thesis for those looking to capitalize on the evolving landscape of the insurance industry.

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

Source: GlobeNewswire

NEW YORK, Feb. 26, 2026 (GLOBE NEWSWIRE) -- Bishop Street Underwriters (“Bishop Street”), a RedBird Capital Partners portfolio company, today announced that it has completed a strategic structured capital investment of $125 million by White Mountains Insurance Group, Ltd. (“White Mountains”) (NYSE: WTM).

"We are thrilled to welcome White Mountains as a strategic growth partner during a period of unprecedented momentum,” said Chad Levine, Chief Executive Officer of Bishop Street Underwriters. “Bishop Street’s 2025 performance - surpassing $650 million in gross written premium and industry leading organic growth while maintaining a stellar sub-50 percent portfolio loss ratio - validates our commitment to backing elite underwriters, pursuing accretive acquisitions and launching de novo programs. With the addition of White Mountains as a strategic partner, we will look to accelerate our strategy and cement our global footprint in 2026."

Chad Weber, President of Bishop Street Underwriters, added "White Mountains brings a formidable history of scaling successful MGAs, a deep-seated knowledge of the MGA landscape and an understanding of the intricacies of our industry. We are excited to welcome their expertise to our boardroom and leverage their capabilities and connectivity to unlock new opportunities for the platform and our operating partners."

Liam Caffrey, Chief Executive Officer of White Mountains, said, “Bishop Street is quickly emerging as an industry-leading MGA platform. This is a talented executive team with a strong track record of scaling insurance distribution businesses. We believe Bishop Street is well positioned to capitalize on secular growth tailwinds.” Chris Delehanty, Head of M&A of White Mountains added, “We are pleased to partner with RedBird and a team we’ve known for many years. We look forward to collaborating on opportunities to accelerate the company’s growth and performance.” 

Mike Zabik, Partner at RedBird Capital Partners, said, “White Mountains is a long-term investor, with deep insurance expertise, an outstanding track record and relevant resources to make them the ideal partner for Bishop Street and RedBird. With an established global footprint and significant opportunities for growth and partnership, this investment and partnership will allow Bishop Street to capitalize on its growth objectives in 2026 and beyond.”

About Bishop Street Underwriters
Bishop Street Underwriters, a RedBird Capital Partners portfolio company, seeks to partner with Managing General Agents (“MGAs”) as well as niche underwriting teams. Bishop Street aims to combine their best-in-class (re)insurance executive team's vision with RedBird’s strong track record, expertise and network in the financial services sector to build a differentiated platform that is uniquely positioned to capitalize on secular growth tailwinds in the industry. For more information, please go to www.bishopstreetuw.com.

About White Mountains
White Mountains is a Bermuda-domiciled financial services holding company traded on the New York Stock Exchange under the symbol WTM and on the Bermuda Stock Exchange under the symbol WTM.BH. Additional financial information and other items of interest are available at the Company's web site located at www.whitemountains.com.

About RedBird Capital Partners
RedBird Capital Partners is a private investment firm that builds high-growth companies and provides strategic capital solutions to founders and entrepreneurs. Founded in 2014 by Gerry Cardinale, RedBird integrates sophisticated private equity investing with a hands-on business building mandate, focusing on two core ecosystems – Sports, Media & Entertainment and Financial Services. The firm currently manages over $14 billion in assets on behalf of a global group of blue chip institutional and family office investors. For more information, please go to www.redbirdcap.com.

Media Contacts
Bishop Street 
Dan Gagnier
Gagnier Communications
bishopstreet@gagnierfc.com
646.569.5897

White Mountains
Rob Seelig
ir@whitemountains.com
+1 (603) 640-2212


FAQ**

How will the partnership between Bishop Street Underwriters and White Mountains Insurance Group Ltd. WTM enhance Bishop Street's growth strategy and global footprint in 2026?

The partnership between Bishop Street Underwriters and White Mountains Insurance Group Ltd. is expected to enhance Bishop Street's growth strategy and global footprint in 2026 by leveraging White Mountains' resources and expertise to expand its market reach and product offerings.

What specific opportunities does White Mountains Insurance Group Ltd. WTM plan to leverage to accelerate Bishop Street Underwriters' performance and expansion plans?

White Mountains Insurance Group Ltd. (WTM) aims to enhance Bishop Street Underwriters' performance and expansion by leveraging strategic partnerships, expanding its product offerings, utilizing data analytics for risk assessment, and tapping into niche markets with high growth potential.

Given Bishop Street's impressive $650 million in gross written premium, how does White Mountains Insurance Group Ltd. WTM perceive the company's future growth potential within the MGA landscape?

White Mountains Insurance Group Ltd. views Bishop Street's $650 million in gross written premium as a strong indicator of substantial growth potential within the Managing General Agent (MGA) landscape, reflecting confidence in the company's ability to capitalize on emerging market opportunities.

Can you elaborate on the strategic expertise that White Mountains Insurance Group Ltd. WTM brings to Bishop Street Underwriters, particularly in scaling successful MGAs and navigating the insurance sector?

White Mountains Insurance Group Ltd. leverages its extensive industry knowledge, financial strength, and strategic insight to effectively scale Managing General Agents (MGAs) like Bishop Street Underwriters, fostering growth and navigating the complexities of the insurance sector.

**MWN-AI FAQ is based on asking OpenAI questions about White Mountains Insurance Group Ltd. (NYSE: WTM).

White Mountains Insurance Group Ltd.

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