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Billionaires dressing badly: The Silicon Valley style crisis

The tech world has grown up a lot. So why do its biggest stars insist on dressing like slovenly teenagers? At the annual Macworld and CES conferences in January, a parade of visionary executives will take to the stage to tout their amazing new products. And yet it seems that to show off tech tools, you have to dress like one. These entrepreneurs will look more like college students on laundry day than the titans they are. They’ll wear ill-fitting jeans and shapeless button-downs. Sure to be present in abundance: the hoodie, most famously associated with Facebook’s Mark Zuckerberg (”I never take off the hoodie,” he’s bragged in interviews) but also favored by Twitter’s Biz Stone, Tumblr’s David Karp, and other next-gen moguls.
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David Karp, Tumblr

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1 of 9 Photo: DON EMMERT/AFP/Getty Images

Larry Page, Google

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2 of 9 Photo: Matthew Staver/Bloomberg via Getty Images

Biz Stone, Twitter

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3 of 9 Photo: Dario Cantatore/Getty Images

Mark Zuckerberg, Facebook

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4 of 9 Photo: Yoon S. Byun/The Boston Globe via Getty Images

Dennis Crowley, Foursquare

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5 of 9 Photo: Charles Eshelman/Getty Images for AOL

Andrew Mason, Groupon

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6 of 9 Photo: Noah Berger/Bloomberg via Getty Images

Evan Williams, Twitter

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7 of 9 Photo: Matthew Staver/Bloomberg via Getty Images

#OneGuyWhoGetsItRight Jack Dorsey, Twitter

Previous Slide Jack Dorsey, Twitter Next Slide

Before he was one of the world's most successful entrepreneurs, Twitter cofounder Jack Dorsey considered designing denim. The sartorial impulse still shows. Unlike his Silicon Valley compatriots, Dorsey favors slim, well-turned-out Prada suits. When you use Square, his mobile payment service, it helps to know that the man who's accessing your finances dresses like he wants your business.

8 of 9 Photo: Michael N. Todaro/Getty Images
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