NEWCaplight raises a $16M Series A, led by BlackRock and Fin Capital →
Skip to main content
Caplight Logo









Clearcover

Clearcover

Private
Chicago, IllinoisFinTechhttps://clearcover.com/

Last Round

VC Round

Oct 31, 2025

Est. Valuation

$1B

Total Funding Raised

$449.7M

Momentum

Top 50%

of companies Caplight tracks

Company Overview

Clearcover is an insurtech company that provides an online car insurance platform designed to deliver optimal coverage and enhance the automobile insurance experience through cost savings and an intuitive quote process.

Sector

FinTech

Verticals

InsurTech, D2C Brands, API Management, NLP & Conversational AI

Business Model

B2B2C

Customer Profile

Subscription SaaS

AI Layer

Application

Keywords

auto insuranceInsurTechdigital insurancedigital insurerembedded insuranceinsurance APID2C insuranceAI claims processingnon-standard auto insurancehigh-risk auto insurancereciprocal insurance exchangemobile insurance appautomated claimsdata-driven underwritingrideshare endorsement

Historical Pricing

Historical view of private secondary pricing and transaction trends.

Unlock Pricing Charts

Sign up to view complete historical pricing and secondary transactions.

Caplight Momentum Score

Proprietary index based on bid/ask volume and sentiment.

View Momentum History

Track how buyer interest and sentiment changes over time.

Clearcover Comparables

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

Clearcover comparables — related companies by embedding similarity
CompanySimilarityMarket Cap
Branch Financial, Inc.
87%
Lemonade
84%
Root, Inc.
83%

Clearcover Funding Rounds

Historical fundraising activity

Data table
RoundDateAmount RaisedValuationInvestorsSources
VC RoundOct 31, 2025
Pre SeedJan 21, 2025
Series DNov 6, 2024
Series DApr 11, 2024
Series ENov 25, 2022
Series D
Apr 13, 2021

Key People

Founding team and executive leadership

Derek Brigham

Co-Founder Chief Operating Officer

Founding Team

Kyle Nakatsuji

Founder CEO

Founding Team

Jen Kemp

Chief Financial Officer

Executive Team

Norman Smagley

Executive Vice President Chief Financial Officer

Executive Team

Clearcover Investors

Notable investors and investment history

Clearcover investors
InvestorRounds
Fort Ross VenturesSeries D
Sixty Degree CapitalSeries D
Financial Technology PartnersSeries D
LightbankSeries D, Series B, Series A
State Farm VenturesSeries C
500 GlobalSeries D, Series A
Assembly PartnersSeries C, Series D

Market signals

Structured signals derived from secondary market and firmographic data.

  • Jun 23, 2026

    Cited on the Inc. 5000 list of fastest-growing private companies.

  • Mar 5, 2026

    Dearborn Labs will deploy AI solutions for insurance carriers and MGAs.

Clearcover Filings

SEC and related filings with document metadata.

Data table
TypedDateAmount OfferedAmount SoldFillingPagesDownload
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation
Sign Up to view
Mock Valuation

Clearcover Filings

SEC and related filings with document metadata.

Frequently Asked Questions

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

Firmographic Details

HeadquartersChicago, Illinois
Employee Range176
Year Founded2016
Last FundingOct 31, 2025

Institutional Data Access

Join leading institutional investors using Caplight to access private market data, discover pricing, and execute secondary block trades.

Requires verified institutional or accredited status.