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How Jeff Bezos satisfied Lyft CEO to stop Microsoft, be a part of Amazon within the 90s
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How Jeff Bezos satisfied Lyft CEO to stop Microsoft, be a part of Amazon within the 90s

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Last updated: October 4, 2025 4:09 pm
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Published: October 4, 2025
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‘We’ll be a billion-dollar enterprise’ by 2000A ‘very compelling’ alternative

In 1996, David Risher instructed Invoice Gates he was quitting his administration position at Microsoft, then already one of many world’s largest firms with annual income of practically $8.7 billion, to take a job at a “tiny, little bookstore on-line,” referred to as Amazon.

“It wasn’t a completely rational transfer,” Risher, who’s now CEO of Lyft, admitted on an episode of the Fortune Management Subsequent podcast that aired on Sept. 30. Risher served as Amazon’s senior vice chairman of U.S. retail between 1997 and 2002.

In truth, Invoice Gates tried to speak Risher out of the transfer, he mentioned on the podcast, reminding him he’d been “profitable” on the bigger firm, the place Risher had developed Microsoft’s first database product, referred to as Entry.

Gates — then the world’s wealthiest individual, with a web price estimated by Forbes at $18 billion in September 1996 — was shocked Risher would need to depart Microsoft for an web startup that reported annual income of simply $15.7 million in 1996, solely two years after Jeff Bezos based the corporate.

“‘Issues are going effectively [here]. You imply to inform me you are leaving this firm for some tiny, little web bookstore that no person’s ever heard of … that has obtained to be the stupidest determination I’ve ever heard anybody make,'” Risher mentioned Gates instructed him on the time. A spokesperson for Gates didn’t instantly reply to CNBC Make It is request for remark.

Whereas Risher understood the inherent danger of leaving a longtime tech large for a a lot smaller, and unproven, startup, Amazon’s founder had made a convincing case, Risher mentioned.

‘We’ll be a billion-dollar enterprise’ by 2000

Risher truly first met Bezos over the telephone a yr earlier than becoming a member of Amazon, when the founder referred to as him to examine a piece reference for one more new worker Bezos was hiring. 

“We had an incredible dialog and I used to be actually impressed by the questions he requested, and that the CEO of Amazon would take 45 minutes to personally do a background examine,” Risher instructed journalist Danielle Newnham in a 2015 interview.

By 1996, Risher had grow to be so impressed with Bezos and Amazon that he started interviewing for a job on the younger startup. There have been two issues about Bezos that satisfied Risher he was making the best determination, he mentioned. The primary was Bezos’ obsession with the client expertise.

“The concept that you, personally, can enhance the lives of hundreds of thousands of shoppers should you take the duty significantly may be very highly effective,” he instructed Newnham.

The opposite a part of Bezos’ pitch that received over Risher was the entrepreneur’s confidence that Amazon might be the subsequent big tech firm.

On the time, Amazon had a “comparatively small enterprise” that originally solely targeted on promoting books. However, Bezos had a transparent imaginative and prescient that might begin with books and ultimately increase to increasingly product classes till Amazon grew to become the “all the pieces retailer” it’s as we speak.

“‘I feel if we do all the pieces proper, by the point we’re within the yr 2000, we’ll be a billion-dollar enterprise,'” Bezos mentioned, in response to Risher.

A ‘very compelling’ alternative

Risher clearly purchased into Bezos’ imaginative and prescient for Amazon. He discovered the chance to be on the forefront of that form of large, speedy progress to be “very compelling,” he mentioned.

“I assumed to myself: ‘How typically do you get to be at an organization that is proper at this loopy intersection of expertise and tradition and all these various things, and construct one thing that might be a billion-dollar firm?'” he instructed Fortune.

Amazon ended up beating Bezos’ prediction by one yr, hitting $1.6 billion in annual income in 1999. Risher was an enormous a part of that progress, becoming a member of Amazon as the corporate’s thirty seventh worker general, he mentioned. Risher’s position concerned increasing Amazon into a wide range of new product classes, together with music, motion pictures and toys.

When Risher left the corporate to grow to be a enterprise professor on the College of Washington in 2002, Amazon’s annual income was $3.9 billion.

Now 60 years outdated, Risher has led Lyft since 2023 and he nonetheless takes management inspiration from his former bosses, the billionaires Gates and Bezos, Risher typically says. He additionally fondly remembers the thrill of Amazon’s early years.

“It was actually fairly a rocket ship, which is at all times a enjoyable factor to be on,” Risher mentioned. “That constructing of one thing that hadn’t been constructed earlier than at that scale was actually very thrilling.”

Need to be your individual boss? Join CNBC’s new on-line course, How To Begin A Enterprise: For First-Time Founders. Discover step-by-step steering for launching your first enterprise, from testing your thought to rising your income.

Plus, join CNBC Make It is publication to get suggestions and methods for fulfillment at work, with cash and in life, and request to hitch our unique neighborhood on LinkedIn to attach with consultants and friends.

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