The Amazon cofounder's style and persona have changed a lot over the years, from bookish founder (quite literally in Amazon's early days as a bookseller) to space cowboy at Blue Origin and a Vogue photo shoot.
Here's a look at Bezos' fashion transformation over the years:
In Amazon's early days, Bezos wore pretty run-of-the-mill business attire.
Take this photo of Bezos in 1997, three years after he started Amazon.
Here he is again in a similar outfit, donning a blue dress shirt, black jacket, and beige trousers.
A 1999 Wired profile of Bezos says, "For the kind of shopper Bezos represents, utility is, of course, a mantra. His wardrobe consists of white or blue dress shirts and a pair of khaki pants."
He occasionally opted for this pretty standard combo of a sweater over a collared shirt.
"Back in the late '80s in New York, when he had to wear a suit every day to the office, he gained a preference for shirts with hidden snaps under the collar points for easy tie removal," the Wired profile continued.
"He has trouble locating this style in the Pacific Northwest, so now he buys a pack of standard snapless shirts and has the snaps sewn on," it said. "When he discovers a pair of shoes he likes, he'll buy four pairs at once and wear them in regular rotation for years."
Over the years, Bezos started swapping his khakis for blue jeans more frequently.
The result was a more casual take on business wear.
In fact, he frequently wore jeans when speaking at Amazon events.
One such example is this 2014 launch of the now-discontinued Amazon Fire Phone.
Of course, Bezos dressed in more formal business attire in certain cases that necessitated it.
Rumors speculated that Bezos' butterfly shirt was a relatively cheap top from Amazon, though neither Amazon nor Bezos has confirmed if that was the case.
He sported one of his most fun looks while ringing in 2022 with Sanchez.
(Novelty glasses included.)
So much has Bezos' style evolved over the years that he's drawn comparisons to Pitbull.
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