Ledgebrook is an Excess and Surplus Lines (E+S) insurtech platform that serves wholesale brokers. Its platform pairs insurance expertise and technology to support wholesale distribution and to bring new insurance products to market. The company says it will use proceeds from an oversubscribed $65m Series C to hire talent, enhance its client-service-led approach to wholesale brokers, expand product offerings on the platform, and retain more insurance risk alongside carrier partners. Management and employees will remain the largest shareholders, and the company says the round recognizes momentum in its business. Ryan Morrow of Stephens Group will join Ledgebrook’s board, deepening that investor partnership. Ledgebrook operates from Needham, Massachusetts and Little Rock, Arkansas. Ledgebrook is an insurtech focused on redefining the insurance experience through technology and customer service, with a platform aimed at the Excess and Surplus (E&S) market and its brokers. The company is positioning its core product to help brokers place difficult risks that require better technology. Ledgebrook plans to use recent capital to accelerate expansion of current operations and to embark on new, innovative projects. Financially, the company completed a $17M Series B in September 2024 following a $24M Series A in March 2024. The firm also announced the appointment of Anthony Segal-Knowles as CFO; he joins from Lazard and has prior senior-level experience at the British Treasury and the International Monetary Fund. With new investors and an experienced CFO, Ledgebrook says it is well positioned to accelerate growth and pursue its strategic goals. Ledgebrook operates as a managing general agent (MGA) focused on excess-and-surplus (E&S) insurance and wholesale distribution. The company emphasizes deploying technology and underwriting discipline to meet wholesale distribution needs and accelerate premium growth. Leadership includes CEO Gage Caligaris, FCAS. Ledgebrook plans to use new capital to launch additional products, add talent, and fund a captive to retain a portion of its business and better align with reinsurers. The firm announced the funding and management discussed its plans in an interview shared on its LinkedIn and website. The company frames the raise as support for E&S expansion and continued momentum in premium growth. Ledgebrook is a tech-enabled excess & surplus (E&S) managing general agent that aims to provide a streamlined quoting experience to wholesale brokers while delivering pricing and risk selection via its tech stack. The company was founded in March 2022 by CEO Gage Caligaris and is based in Boston, MA. Ledgebrook plans to begin by launching an E&S general liability (GL) product with supported excess to establish its value proposition to wholesale brokers. It intends to expand via multiple additional product launches in 2023. The company raised $4.6M to build out the team, technology, and operational infrastructure to launch its first product. Investors in the round included Brand Foundry Ventures, American Family Ventures, and 15 angel investors. Ledgebrook is a Boston, MA-based insurtech startup operating as a tech-enabled E&S MGA that aims to provide wholesale brokers with a fast and easy quoting experience. The company uses a next-generation tech stack to deliver pricing and risk selection. It plans to launch its first product in Q4 2022, initially offering a broad-appetite E&S general liability product with supported excess. Ledgebrook intends to expand via multiple additional product launches in 2023. The startup raised a $4.2M seed round to build out its team, technology, and operational infrastructure to support the product launch. Leadership includes founder and CEO Gage Caligaris, underwriting led by Steve Mills, and operations led by COO Paul Velekei.

Total raised

$115M

Funding rounds

5

Latest round

Series C

Latest activity

Jun 2025