Lyft CEO on the time Bill Gates told him he was making ‘the stupidest decision I’ve ever heard anyone made’

FortuneWednesday, October 1, 2025 at 8:39:08 PM
Lyft CEO on the time Bill Gates told him he was making ‘the stupidest decision I’ve ever heard anyone made’
In a recent reflection, Lyft's CEO recounted a pivotal moment from 1996 when Bill Gates questioned his decision to leave Microsoft for a small internet bookstore, which turned out to be Amazon. This anecdote highlights the risks and uncertainties that come with entrepreneurial ventures, reminding us that even the most successful leaders can have doubts about bold choices. It serves as a lesson in believing in one's vision despite skepticism from others.
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