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Clearcover

Smarter car insurance

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Overview

Clearcover is a digital-first auto insurance carrier founded in 2016 by Kyle Nakatsuji and Derek Brigham in Chicago, Illinois. Built with a technology-first approach, the company uses proprietary algorithms, AI, and an API-first architecture to deliver more affordable auto insurance through a streamlined digital experience. Nakatsuji was previously a founding member of American Family Ventures.

Clearcover includes multiple entities: Clearcover Insurance Company (licensed carrier), Clearcover Insurance Agency, Clearcover General Agency (CGA, non-standard auto in Texas), and Clearcover Inter-Insurance Exchange (CIX, reciprocal exchange for non-standard auto). Available in 19 states, the company has raised over $560M in total funding.

At a Glance

Founded
2016
Headquarters
Chicago, Illinois
Employees
51-200

Category & Focus

Last updated: 2026-03-25