NEW YORK, October 16, 2025 – CB Insights today named Ledgebrook to its fourth annual Insurtech 50 list of the world’s most promising private insurtech companies. The announcement coincided with a launch event at ITC Vegas.
"The 2025 Insurtech 50 is a barometer for insurance innovation," said Chris Sekerak, Senior Analyst at CB Insights. "Nearly three quarters of the winners were not in business at the start of this decade. These new entrants are shaping a competitive landscape where AI agents augment operations and customers gain more coverage choices."
"We are thrilled to be recognized once again on CB Insights Insurtech 50 list. This year that recognition feels even more meaningful as Ledgebrook has continued to scale & deepen our wholesale broker relationships, further demonstrating that our service-forward approach is working. We’re still just getting started and I couldn't be more grateful to our outstanding Ledgebrook team and all our partners who continue to support us on this journey."
- Gage Caligaris, Founder & Ceo
Utilizing CB Insights’ Strategy Terminal, the 50 winners were selected based on several factors, including CB Insights’ datasets on deal activity, industry partnerships, investor strength, hiring momentum, and private company signals like Commercial Maturity and Mosaic Scores. We also reviewed Analyst Briefings submitted directly to us by startups, and leveraged Scouting Reports powered by CB Insights’ Team of Agents.
Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Combining cutting-edge technology with a seasoned leadership team, Ledgebrook delivers smarter, faster solutions tailored for today’s market. In June 2025, Ledgebrook raised $65 million in a Series C round led by the Stephens Group, further fueling its growth and mission.
$3.6B in equity funding raised over time, including $0.6B in 2025 so far.
60% of the winners are early-stage insurtechs, up 20 percentage points from last year’s winners.
260+ business relationships since 2021, including with industry leaders like Amazon Web Services, Generali, and Sun Life.
Success probabilities among the global top 3% of private companies, signaled by a median CB Insights’ Mosaic score of 734 out of 1,000.
*All figures as of September 30, 2025.
Headquartered in New York City, CB Insights is the leading provider of AI for market intelligence. The company aggregates, validates, and analyzes hard-to-find private and public company data. Its powerful AI tells users what it all means to them personally. The world's smartest companies rely on CB Insights to focus on the right markets, stay ahead of competitors, and identify the right targets for sales, partnership, or acquisition. Visit www.cbinsights.com for more information.
Jason Saltzman
Head of Insights, CB Insights
jason.saltzman@cbinsights.com
To learn more about Ledgebrook and opportunities to join our team, please visit www.ledgebrook.com or email info@ledgebrook.com.
