Kyle Nakatsuji

Founder & CEO, Clearcover Inc

Kyle Nakatsuji is the founder & CEO of Clearcover, a Chicago-based insurance technology and management services company. Clearcover is a next-generation insurance company that provides customers with market-leading technology solutions needed to confidently make smart decisions at every step. Ranked on the Inc. 5000 Fastest Growing Privately Held Companies list and the Deloitte Technology Fast 500™ list, Clearcover has raised more than $520 million in funding to date. In 2024, the company was featured on Insurance Business America’s Top Insurance Employers list and CNBC’s World’s Top Insurtech Companies.

Before Clearcover, Kyle was a venture investor at American Family Ventures, backing a variety of insurance startups. Before that he was an attorney focused on tech startups, and has also worked in strategy, finance, and legal roles with a number of tech companies. Kyle has a law degree and MBA from the University of Wisconsin.