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← Embedded Finance Index 2026

Clearcover

“Can a technology-first auto insurer win distribution at scale by becoming embeddable infrastructure for any app that touches drivers?”

Founded2016
HQChicago, Illinois, USA
FoundersKyle Nakatsuji
Total raised$104.5M (as of Series C, January 2020)
Latest roundSeries C, January 2020
IndustryFintech / Insurtech
The story

Founded in 2016 as a digitally-native auto insurer, Clearcover built an API-first tech stack to undercut incumbents on price and claims speed. The company's embedded insurance offering — where third-party apps and platforms can distribute Clearcover policies under their own brand — represents a strategic shift from direct-to-consumer to a B2B2C distribution model. After rapid headcount growth through 2021, the company appears to have contracted (161 employees per LinkedIn as of recent data), suggesting a restructuring toward a leaner, technology-driven operating model.

Last 12 months
2026-08
Product timeline
2016
Clearcover founded in Chicago with three employees, focused on digital-first auto insurance.· pivot
2018
Company grows to 45 employees and launches in its first states.· banking
2019
Raises $43M Series B; expands state footprint and team to 127 employees.· banking
2020
Raises $50M Series C led by Omers Ventures; launches Clearcover API for embedded insurance distribution.· banking
2021
Reaches 402 employees and celebrates 5th anniversary; claims AI technology capable of paying eligible claims in 7 minutes.· banking
2023
Launches Clearcover Embedded white-label insurance product for partner distribution.· banking
Regulated entities
4
regulatory licences held by Clearcover
Licence types, jurisdictions and registered entities are in the Embedded Finance Index report.
The stack
3 layers disclosed in Clearcover’s embedded-finance stack
Payments / PSP
Adyen
Money movement
in the full report
Insurance
in the full report
Accounting gap: minor
4 more providers across 2 layers, with confidence-scored evidence and source URLs, are in the Embedded Finance Index report.

Clearcover — frequently asked

Who is Clearcover's payment processor?

Clearcover processes payments through Adyen. Disclosed money-movement rails: ACH.

Which insurance provider does Clearcover partner with?

Clearcover's embedded insurance is provided by Clearcover Insurance Company (in-house), Response Indemnity Company of California and Old American County Mutual Fire Insurance Company.

What is Clearcover's embedded finance stack?

The Embedded Finance Index 2026 maps 3 layers in Clearcover's stack: Payments / PSP (Adyen); Money movement (ACH); Insurance (Clearcover Insurance Company (in-house), Response Indemnity Company of California and Old American County Mutual Fire Insurance Company).

Who founded Clearcover?

Clearcover was founded by Kyle Nakatsuji and is founded in 2016, headquartered in Chicago, Illinois, USA.

How much funding has Clearcover raised?

Clearcover has raised $104.5M (as of Series C, January 2020) in total (latest round: Series C, January 2020).

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