Ledgebrook Completes $65 Million Series C Funding Round with Stephens Group

Ledgebrook Secures $65 Million in Series C Funding

On June 24, 2025, Ledgebrook Inc., a notable player in the Excess and Surplus Lines insurtech industry, announced the successful closing of an oversubscribed Series C funding round, which raised an impressive $65 million. This funding round was spearheaded by the prominent private investment firm Stephens Group, which has a long-standing history of fostering business growth.

Founded with the vision of transforming the insurance landscape, Ledgebrook has been rapidly gaining traction. CEO Gage Caligaris expressed excitement about strengthening the partnership with the Stephens Group, citing shared values of fair and long-term business practices. The backing of Stephens, alongside existing investors like Duquesne, Brand Foundry, Floating Point, and American Family Ventures, highlights the significant confidence the investment community has in Ledgebrook’s mission and business model. New investors, including Hummingbird Nomads, also joined in this funding initiative.

Implications of the Funding Round

The significant influx of capital is set to enhance Ledgebrook's capabilities in several ways. Firstly, it will facilitate the recruitment of additional talent aimed at improving service delivery for wholesale brokers. This focus on client service is essential as Ledgebrook continues to develop new insurance products through its innovative platform. Moreover, the funding will enable the company to retain a greater portion of risk associated with the insurance written on behalf of its carrier partners.

The involvement of the Stephens Group is particularly noteworthy due to its extensive expertise in guiding businesses towards long-term success. Managing Director Ryan Morrow, who is joining Ledgebrook's Board of Directors, sees Ledgebrook as a one-of-a-kind platform with strong momentum in the lucrative E+S marketplace. His enthusiasm reflects the broader excitement shared by co-investors about the partnership's future potential as Ledgebrook strategically scales its operations.

The Vision of Ledgebrook

Ledgebrook is dedicated to establishing itself as a leading E+S platform, recognized for its commitment to delighting wholesale brokers by merging insurance expertise with cutting-edge technology. Caligaris emphasized the importance of this funding round, noting that it not only validates the company's business trajectory but also positions Ledgebrook for impactful growth in the insurtech space.

As part of its ongoing development, Ledgebrook remains focused on the core principle of delighting its partners, which includes both brokers and insurers. The company plans to increase its competitive edge by enhancing its product offerings and optimizing the customer service experience.

About Ledgebrook

Ledgebrook is at the forefront of the insurtech industry, aiming to reshape how excess and surplus lines insurance is approached. The company is driven by innovation and a commitment to serving the needs of its clients. To explore job opportunities or learn more about their mission, visit Ledgebrook’s website.

About The Stephens Group

The Stephens Group, LLC, serves as a private investment firm that aims to partner with talented management teams to build valuable businesses. Backed by the Witt Stephens, Jr. and Elizabeth Campbell families, the firm harnesses its operational expertise to assist companies in achieving their strategic goals, having invested over $2 billion in private equity across various sectors since inception.

In summary, Ledgebrook's funding round marks a pivotal moment in its expansion journey, underlining the trust investors place in its vision and operational model. As the company forges ahead, it will leverage this financial support to enhance its services and product offerings, aiming to redefine standards in the insurtech landscape.