Ryan Specialty built a $3 billion business around the risks ordinary insurance markets would rather not touch. Its real product is a carefully engineered meeting between difficult exposures, specialist judgment and willing capital.
For 80 years, the Cedar Rapids carrier behind the interlocking-U logo has insured contractors, shopkeepers and factories the unglamorous way - one independent agent at a time.
Ledgebrook is a tech-enabled excess and surplus (E&S) lines managing general agent (MGA) that aims to give wholesale insurance brokers the fastest, easiest quoting experience. Founded in 2021 by former actuary Gage Caligaris, the company pairs a next-generation tech stack - which enriches and prefills broker submissions and speeds rating - with experienced human underwriters to write specialty commercial coverages such as general liability, excess liability, professional liability, allied healthcare, and architects & engineers. Having written its first policy in May 2023, Ledgebrook passed a $100M premium run rate and closed an oversubscribed $65M Series C in June 2025, bringing total funding to roughly $119M.