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

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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Sources (4)

youtu.be ledgebrook.com linkedin.com Front Lines Media
2 youtube videos · 1 article · 1 social media profile
youtu.be
youtu.be YouTube · 2022
Gage Caligaris, Founder and CEO of Ledgebrook
Listen as Gage Caligaris discusses the opportunity he saw which prompted him to start Ledgebrook, what it’s like to launch new insurance ...
ledgebrook.com
ledgebrook.com Article · 2021
InsurTech Market Update & Analysis: Ledgebrook CEO Interview
About Gage Caligaris, Founder & Ceo Gage Caligaris is the Founder and Chief Executive Officer of Ledgebrook, a tech-enabled E&S MGA loo...
linkedin.com
linkedin.com Social media profile · 2020
Gage Caligaris, FCAS
I'm the Founder & CEO of Ledgebrook. Ledgebrook is a tech-enabled E&S MGA looking to provide the fastest, easiest quoting experience to w...
Front Lines Media
Front Lines Media YouTube · 2025
Gage Caligaris, Founder of Ledgebrook: $50M Raised to Revolutionize Commercial Insurance Technology
Ledgebrook is transforming the commercial insurance industry with a technology-driven approach that prioritizes speed and service for who...

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