How much has Ledgebrook raised?

Ledgebrook has raised $314.8M across 6 sourced rounds on record. The latest is $200M, announced October 7, 2026.

Who invested in Ledgebrook?

Investors on record for Ledgebrook: Allianz X, American Family Ventures, Brand Foundry Ventures, Duquesne, Floating Point, Hummingbird VC, Markd, Rockefeller Capital Management and 1 other. Allianz X led its latest sourced round.

Who founded Ledgebrook?

Ledgebrook was founded by Gage Caligaris.

Where is Ledgebrook based?

Ledgebrook is based in Boston, United States and was founded in 2022.

Ledgebrook

Ledgebrook is an AI-native specialty insurance platform that provides underwriting services for complex and custom insurance risks.

Insurance

Website: ledgebrook.com.

LinkedIn: linkedin.com.

Category: Insurance.

Sectors: Commercial Insurance, Insurance, InsurTech.

Based in: Boston, United States.

Founded: 2022.

Total raised: $314.8M in 6 sourced rounds.

Last round: Oct 7, 2026 · 5 days ago.

Headcount: 51–100 employees.

Domain age: 13 years.

On Recent Funding since: Oct 8, 2026.

About Ledgebrook

It offers a tech-enabled E&S MGA to wholesale brokers, aiming to provide a fast quoting experience. Ledgebrook uses its proprietary AI platform, Blackbird, to read submissions, classify risk, and calculate technical pricing for specialty cover.

Ledgebrook is a company based in Boston, United States, founded in 2022. Recent Funding lists it under Insurance. It raised $200M in a funding round in October 2026, led by Allianz X, according to thesaasnews.com. Recent Funding has 6 sourced rounds on record for it, totaling $314.8M, the first in August 2022. Investors on record include American Family Ventures, Brand Foundry Ventures, Duquesne, Floating Point and 3 others. It was founded by Gage Caligaris.

TIMELINE · MONEY RAISED

Ledgebrook | 1518 days on the record

Raised $315M in 6 sourced rounds

Money raised, round by round (amounts linked to their source). Pins are dated signals; hover the icons for dates.

Funding rounds

October 7, 2026
Round · $200M
AAllianz X (lead), RRockefeller Capital Management (lead)
Source: thesaasnews.com
June 20, 2025
Series B+ · $65M
SStephens Group (lead), AAmerican Family Ventures, BBrand Foundry Ventures, DDuquesne, FFloating Point, HHummingbird VC
Source: fintech.global
September 12, 2024
Series B+ · $17M
DDuquesne (lead), AAmerican Family Ventures, BBrand Foundry Ventures, SStephens Group
Source: donews.com
March 28, 2024
Series A · $24M
AAmerican Family Ventures (lead), BBrand Foundry Ventures, FFloating Point
Source: theinsurertv.com
April 25, 2023
Seed · $4.6M
MMarkd (lead), BBrand Foundry Ventures
Source: prnewswire.com
August 16, 2022
Seed · $4.2M
BBrand Foundry Ventures (lead), AAmerican Family Ventures
Source: prnewswire.com
March 22, 2013
Website created

Founders and team

GC
Gage Caligaris Founder

LinkedIn · Founder profile
NH
Nathan Hall CTO
AC
Adrian Copland COO
AS
Anthony Segal-Knowles CFO
CW
Calvin Webster Staff Software Engineer
ES
Erik Soria Chief Reinsurance Officer, Head of Strategy
RL
Ruiqi Li Chief Product & Data Officer
SM
Steve Mills President, E&S

Investors

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Questions and sources

Ledgebrook: questions and answers

How much has Ledgebrook raised?: Ledgebrook has raised $314.8M across 6 sourced rounds on record. The latest is $200M, announced October 7, 2026.
Who invested in Ledgebrook?: Investors on record for Ledgebrook: Allianz X, American Family Ventures, Brand Foundry Ventures, Duquesne, Floating Point, Hummingbird VC, Markd, Rockefeller Capital Management and 1 other. Allianz X led its latest sourced round.
Who founded Ledgebrook?: Ledgebrook was founded by Gage Caligaris.
Where is Ledgebrook based?: Ledgebrook is based in Boston, United States and was founded in 2022.

Every amount links to the page it came from. How Recent Funding sources and verifies funding data. The same data as JSON: /api/v1/companies/ledgebrook (get a free API key).