How Gage Caligaris Built a $100M Run Rate InsurTech in 19 Months
March 14th, 2025
Founded By
Gage Caligaris
Monthly Revenue
$100M
Days To Build
425
Founders
1
Employees
100 (est.)
Profitable
Yes
Days To Build
425
Year Started
2022
Founded By
Gage Caligaris
Monthly Revenue
$100M
Days To Build
425
Founders
1
Employees
100 (est.)
Profitable
Yes
Days To Build
425
Year Started
2022
Who is Gage Caligaris?
Gage Caligaris, the founder and CEO of Ledgebrook, holds an Applied Mathematics degree from Harvard and previously worked as a trader at Barclays before spending over eight years at Liberty Mutual, where he became the fastest to pass the Casualty Actuarial exams and led initiatives in new mobility products, driving significant growth in GWP.
What problem does Ledgebrook solve?
Ledgebrook addresses the frustration of wholesale insurance brokers who face slow and inconsistent service by offering a faster, more reliable, and seamless quoting process that combines advanced technology with deep industry expertise. This approach significantly reduces the wait times and unpredictability that brokers endure, allowing them to efficiently serve their clients and creating a compelling reason for them to choose Ledgebrook repeatedly.
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Disclaimer:
The initial draft of this article was compiled by the Starter Story team based on publicly available interviews, podcasts, and other content from the founder.
See the sources we used
here.
14 Sep 2022—Listen as Gage Caligaris discusses the opportunity he saw which prompted him to start Ledgebrook, what it’s like to launch new insurance products in today’s insurtech environment, …
01 Jan 2021—About
Gage Caligaris, Founder & Ceo
Gage Caligaris is the Founder and Chief Executive Officer of Ledgebrook, a tech-enabled E&S MGA looking to provide the fastest, easiest quotin…
01 Jan 2020—I'm the Founder & CEO of Ledgebrook. Ledgebrook is a tech-enabled E&S MGA looking to provide the fastest, easiest quoting experience to wholesale brokers while delivering best-in-c…
10 Mar 2025—Ledgebrook is transforming the commercial insurance industry with a technology-driven approach that prioritizes speed and service for wholesale brokers. With $50 million in funding…
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