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Clearcover Insurance
Work Here?
Digital car insurance with online management
Clearcover Insurance
Work Here?
Digital car insurance with online management
Overview
Clearcover is a digital car insurance provider in the United States that uses automation and online platforms to offer affordable premiums and efficient coverage for modern drivers, including millennials and rideshare drivers. The product works through a primarily online experience: customers obtain and manage policies, file claims, and receive support via a mobile app and a web platform, while automated processes help control costs. This approach sets Clearcover apart from traditional insurers by concentrating on operational efficiency and digital management to pass savings to customers, rather than relying on a large network of bricks-and-mortar operations. The company’s goal is to deliver straightforward, cost-effective auto insurance with a convenient digital experience for policyholders.
About Clearcover Insurance
Industries
Automotive & Transportation
Fintech
Financial Services
Company Size
51-200
Company Stage
Late Stage VC
Total Funding
$537.5M
Headquarters
Chicago, Illinois
Founded
2016
People at Clearcover Insurance
People at Clearcover Insurance who can refer or advise you
Simplify's Take
What believers are saying
- Ada AI resolves 35% of customer chats automatically since May 2024.
- Demotech affirms A (Exceptional) financial stability rating December 2025.
- Texas nonstandard market expansion diversifies revenue in 2025.
What critics are saying
- Direct written premiums fell 18% YoY to $63M in Q2 2025.
- Operations limited to 19 states hinder nationwide scale.
- $25M equity raise October 2025 signals ongoing cash burn.
What makes Clearcover Insurance unique
- Clearcover's API-first approach delivers affordable car insurance digitally.
- Dearborn Labs embeds AI teams inside carriers for rapid deployment.
- ServiceUp partnership cuts repair cycle times over 30%.
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Funding
Total Funding
$537.5M
Above
Industry Average
Funded Over
7 Rounds
Benefits
Medical, dental, & vision
Pre-tax benefits, disability, & life insurance
401k with 3% match
Generous vacation
Parental leave
Equity
Employee resource groups
Top-of-the-line hardware
Growth & Insights and Company News
6 month growth
↑ 0%1 year growth
↑ 0%2 year growth
↑ 1%Clearcover, an AI-native auto insurance carrier, has launched Dearborn Labs, a forward-deployed AI practice that builds and operates AI systems inside property and casualty insurance carriers and MGAs. Unlike traditional SaaS providers, Dearborn Labs embeds teams within client operations to deploy production systems within weeks. The practice is led by Kyle Nakatsuji, whose team at Clearcover achieved notable results: over 90% of claims intake runs through AI agents, 93% of policies are bound digitally, and claims handling operates at three times the efficiency of traditional carriers. Founded in 2026 as part of the Clearcover holding company, Dearborn Labs aims to help insurers integrate AI across underwriting, claims and operations. The firm is accepting a limited number of carrier and MGA engagements for Q2 2026.
Clearcover, a Chicago-based digital auto insurer, has filed an amended Form D with the SEC, revealing a $25 million equity securities sale. The filing, dated October 31, 2025, indicates an indefinite total offering amount with no broker-dealer fees. Founded in 2016, Clearcover has raised $457.2 million to date. In Q2 2025, it reported $63 million in direct written premiums, an 18% decrease from Q2 2024.
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The collaboration aims to provide a hassle-free repair experience for customersCHICAGO, Aug. 21, 2024 /PRNewswire/ -- Clearcover , a next-generation insurance company, announces a strategic partnership with ServiceUp , a leading technology company streamlining automotive repairs. The collaboration aims to redefine the car repair experience by combining Clearcover's seamless claims process with ServiceUp's exceptional "white glove" service and delivery.Through its mobile platform, Clearcover policyholders can now schedule and receive repairs and maintenance services without ever leaving their homes via ServiceUp's comprehensive vehicle repair solution, which provides pick up and delivery at the policyholder's location."We are thrilled to join forces with ServiceUp to bring an unmatched level of convenience and quality service to our customers," said Clearcover Chief of Claims and Customer Service Aaron Wheaton. "This tech-forward approach aligns with our commitment to innovation and customer satisfaction. We are already seeing improvements in efficiency."The benefits of the Clearcover partnership were recently highlighted in a Case Study published by ServiceUp. Results have shown repair process improvements for Clearcover, yielding impressive results, including reducing cycle times more than 30% and saving 20+ hours weekly per adjuster.ServiceUp CEO Brett Carlson said, "We're thrilled to partner with Clearcover to bring the power of ServiceUp's repair platform to its customers
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About Clearcover Insurance
Industries
Automotive & Transportation
Fintech
Financial Services
Company Size
51-200
Company Stage
Late Stage VC
Total Funding
$537.5M
Headquarters
Chicago, Illinois
Founded
2016
There are no jobs for Clearcover Insurance right now.
Find jobs on Simplify and start your career today