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Ledgebrook

Ledgebrook

Private
Boston, MassachusettsFinTechhttps://ledgebrook.com

Last Round

Early Funding

Oct 7, 2026

Est. Valuation

$2.6B

Total Funding Raised

$314.8M

Momentum

Top 1%

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

B2B2C

Customer Profile

Marketplace Commission

AI Layer

Application

Keywords

insurtechmanaging general agentMGAspecialty insuranceAI underwritingE&S insuranceexcess and surplusAI-native platformrisk assessmentunderwriting automationwholesale insuranceinsurance workflowcomplex risktech-enabled MGA

Historical Pricing

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Caplight Momentum Score

Proprietary index based on bid/ask volume and sentiment.

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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%
Accelerant Holdings
77%
Federato
74%

Ledgebrook Funding Rounds

Historical fundraising activity

Data table
RoundDateAmount RaisedValuationInvestorsSources
Early FundingOct 7, 2026
Series CJun 24, 2025
Series BSep 12, 2024
Series AMar 28, 2024
SAFEApr 25, 2023
Seed
Aug 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.

  • Oct 7, 2026

    $200M raised, led by Allianz X.

  • Sep 17, 2026

    Grew 18% QoQ, from 228 to 269 employees.

Recent news

Latest coverage and updates

  • is_developingOct 8, 2026

    Ledgebrook Insurance, LLC. plans to further develop Blackbird

  • receives_financingOct 7, 2026

    Ledgebrook receives $198M Series D financing; the announcement describes USD 200 million in primary equity financing co-led by Allianz X and Rockefeller Capital Management to scale its technology and extend Blackbird in Massachusetts on Oct 7th '26.

Ledgebrook Filings

Explore SEC and related filing metadata, where available.

Ledgebrook filings preview — column headings only; records require access
TypeDateAmount OfferedAmount SoldFilingPagesDownload

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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, so its shares have no public market price. Caplight tracks Ledgebrook's secondary market activity and provides MarketPrice™ estimates of its share price to Caplight users.

How much is Ledgebrook worth (valuation)?

Ledgebrook's valuation is estimated at $2.6B based on funding round data.

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.

When was Ledgebrook's last funding round?

Ledgebrook's most recent funding round was Early Funding on October 7, 2026.

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 in Ledgebrook's shares on secondary markets.

Firmographic Details

HeadquartersBoston, Massachusetts
Employee Range232
Year Founded2022
Last FundingOct 7, 2026

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