By his own admission , the boss of Clearcover was an absentee student and the world ' s worst attorney . But sometimes , one career change is enough to spark a billion-dollar idea

Nakatsuji is the CEO of auto insurtech Clearcover , which uses technology to improve the experience of making an auto claim . Since co-founding the company with insurance industry veteran Derek Brigham in 2016 , Nakatsuji has led the Chicago-based firm to a valuation north of US $ 1bn .

Clearcover places long-term customer centricity at the heart of everything it does . For the customer , that means some of the quickest claims decisioning in the auto insurance industry . Using its smartphone app , Clearcover customers can take a few photos of the damage to their vehicle while they ’ re still at the scene . Clearcover ’ s technology automatically assesses the damage before settling claims – sometimes in a matter of minutes . In fact , Clearcover claims that its record payout time was just seven minutes . This entire experience , augmented by time-saving tech , is geared

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