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Ledgebrook

Ledgebrook

Private
Boston, MassachusettsFinTechhttps://www.ledgebrook.com/

Last Round

Series C

Jun 24, 2025

Total Funding Raised

$114.8M

Momentum

Top 25%

of companies Caplight tracks

Company Overview

Ledgebrook is an insurance technology company that modernizes specialty insurance through a technology-driven platform that streamlines quoting and risk assessment, allowing brokers to expedite deals and enhance client portfolios.

Sector

FinTech

Verticals

InsurTech, Compliance & Risk

Business Model

B2B

Customer Profile

Marketplace Commission, Services & Consulting

AI Layer

Application

Keywords

insurtechMGAmanaging general agentE&S insuranceexcess and surplusunderwriting platformreinsurancedigital MGAinsurance automationrisk assessmentwholesale insurancequote-to-bindinsurance capacityunderwriting workflowinsurance software

Historical Pricing

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Caplight Momentum Score

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Ledgebrook Comparables

Compare Ledgebrook with similar companies based on industry and business-model similarity.

Ledgebrook comparables — related companies by embedding similarity
CompanySimilarityMarket Cap
Aurenity
78%
Federato
77%
Bowhead Specialty Holdings Inc.
73%

Ledgebrook Funding Rounds

Historical fundraising activity

Data table
RoundDateAmount RaisedValuationInvestorsSources
Series CJun 24, 2025
Series BSep 12, 2024
Series AMar 28, 2024
SAFEApr 25, 2023
SeedAug 16, 2022

Key People

Founding team and executive leadership

Gage Caligaris

Founder CEO

Founding Team

Nathan Hall

Chief Technology Officer

Executive Team

Anthony Segal-Knowles

Chief Financial Officer

Executive Team

Adrian Copland

Chief Operating Officer

Executive Team

Ledgebrook Investors

Notable investors and investment history

Ledgebrook investors
InvestorRounds
Floating PointSeries A, Series C
Duquesne Family OfficeSeries B, Series C
StephensSeries B, Series C
Floating Point AdvisorsSeries A, Series C
The Stephens GroupSeries B, Series C
NomadsSeries C
Stephens Investment ManagementSeries B

Market signals

Structured signals derived from secondary market and firmographic data.

  • Aug 1, 2026

    Grew 20% QoQ, from 208 to 249 employees.

  • Jun 18, 2026

    Grew 17% QoQ, from 195 to 228 employees.

Ledgebrook Filings

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Ledgebrook filings preview — column headings only; records require access
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Frequently Asked Questions

Common questions about Ledgebrook's valuation, stock price, and market status.

Is Ledgebrook a public or private company?

Ledgebrook is a private company.

What is the current stock price of Ledgebrook?

Ledgebrook is a private company with no public stock price. No recent secondary market data is available.

How much is Ledgebrook worth (valuation)?

Valuation information for Ledgebrook is not publicly available.

Can I buy Ledgebrook stock?

Ledgebrook shares may be available on secondary markets subject to transfer restrictions. Caplight facilitates secondary market transactions for accredited investors. Visit https://www.caplight.com to learn more.

When was Ledgebrook's last funding round?

Ledgebrook's most recent funding round was Series C on June 20, 2025.

Who are the main investors in Ledgebrook?

Key investors in Ledgebrook include Duquesne Family Office, Stephens, The Stephens Group, Markd, Brand Foundry Ventures.

Will Ledgebrook IPO soon?

No public IPO plans have been announced for Ledgebrook.

How can I track Ledgebrook secondary market activity?

Caplight tracks bids, offers, and trades for private companies. Visit https://www.caplight.com to monitor Ledgebrook's secondary market activity and sign up for updates.

Firmographic Details

HeadquartersBoston, Massachusetts
Employee Range218
Year Founded2021
Last FundingJun 24, 2025

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