scorecardThen and now: What tech CEOs and founders looked like when they first launched their companies versus today
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Then and now: What tech CEOs and founders looked like when they first launched their companies versus today

Sarah Jackson   

Then and now: What tech CEOs and founders looked like when they first launched their companies versus today
Elon Musk today runs several more companies than he did in 1999, when the photo on the left was taken.AP / Richard Bord/WireImage via Getty Images
  • Some of Silicon Valley's biggest names are in their tech bro era.
  • It wasn't always like this — many Big Tech CEOs have shed more nerdy personas from their startup days.

Mark Zuckerberg isn't the only tech CEO whose style has noticeably evolved over the years.

Other Big Tech leaders have significantly changed up their looks since starting their companies; some are nearly unrecognizable (we're looking at you, Jeff Bezos.)

Here's a look at the style transformations of some of tech's biggest names:

Jeff Bezos

Jeff Bezos
Amazon has come a long way from just selling books, and its founder, Jeff Bezos, is also very different today.      Getty Images

Bezos founded Amazon from his garage in Bellevue, Washington, in 1994. He attributes his new look partly to working out with a celebrity personal trainer and changing his diet.

Mark Zuckerberg

Mark Zuckerberg
Zuckerberg is currently in the T shirt-and-chain era of his fashion evolution.      Rick Friedman / Mark Zuckerberg on Instagram

Meta CEO Mark Zuckerberg started Facebook from his dorm room at Harvard in 2004.

Gone are the days of the Zuck who famously wore the same thing every day to save brainpower for more important decisions. Instead, Zuck can now be seen sporting graphic tees and chain necklaces.

Part of Zuckerberg's physical transformation also stems from hobbies like Brazilian jiu-jitsu and MMA fighting.

Michael Dell

Michael Dell
Dell founded his company, initially called PC's Limited, in 1984 while still a student at the University of Texas in Austin.      Dell / Errich Petersen/SXSW Conference & Festivals via Getty Images

Dell is another member of the college dropouts-turned-tech founders club.

Larry Page and Sergey Brin

Larry Page and Sergey Brin
Larry Page and Sergey Brin founded Google in 1998.      Kim Kulish/Corbis via Getty Images / Getty

Larry Page and Sergey Brin founded Google in 1998.

Elon Musk

Elon Musk
Elon Musk today runs several more companies than he did in 1999, when the photo on the left was taken.      AP / Richard Bord/WireImage via Getty Images

The photo at left shows Musk in 1999, around the time the "PayPal mafia" was formed.

Musk has said he doesn't care for exercise and "almost never" works out, though he's credited fasting and the weight loss drug Wegovy with his appearance today.

Bill Gates

Bill Gates
Fun fact: The photo on the left is actually Gates' mugshot from when he got a speeding ticket without his license in 1977.      Oklahoma County Sheriff's Department/Getty Images / CHRIS JACKSON/POOL/AFP via Getty Images

Gates and the late Paul Allen cofounded Microsoft from a garage in Albuquerque, New Mexico, in 1975.

Jack Dorsey

Jack Dorsey
Dorsey has been sporting a beard in the years since he stepped down as CEO of Twitter in 2021.      Kara Andrade/AFP via Getty Images / Joe Raedle/Getty

Twitter was founded in 2006. Cofounder Dorsey has been seen with a full beard pretty regularly since departing as CEO and focusing his efforts more on cryptocurrency at Block, formerly Square.

Richard Branson

Richard Branson
At left is Richard Branson in 1969, one year before he started the Virgin brand.      PA Images via Getty Images / Brendon Thorne/Getty Images

Richard Branson started the Virgin brand in 1970 with a mail order record business.

At 73 years old today, Branson's day-to-day life still features plenty of exercise, from tennis and cycling to kite-surfing.

Jack Ma

Jack Ma
New photos of Ma are scarce as he's been out of the limelight in recent years.      Liang Zhen/WireImage / Liu Yang/VCG via Getty Images

Alibaba Group founder Jack Ma disappeared from public view in 2020 after criticizing China's financial regulation system. He resurfaced in Thailand in 2022 and has been teaching as a visiting professor at the University of Tokyo.

Anne Wojcicki

Anne Wojcicki
Anne Wojcicki is the CEO of DNA testing company 23andMe and the younger sister of former YouTube CEO Susan Wojcicki.      Donald Bowers/Getty Images for The Weinstein Company / ETIENNE LAURENT/AFP via Getty Images

Anne Wojcicki founded genetic testing company 23andMe in 2006.

Whitney Wolfe Herd

Whitney Wolfe Herd
Whitney Wolfe Herd became the world's youngest self-made female billionaire after taking Bumble public.      Kate Warren for The Washington Post via Getty Images / Dipasupil/Getty Images

Whitney Wolfe Herd founded Bumble in 2014 and stepped down as CEO last year.

Evan Spiegel

 Evan Spiegel
Snap CEO Evan Spiegel was the world's youngest billionaire in the year 2015, when he was 25 years old.      J. Emilio Flores/Corbis via Getty Images / Matt McClain/The Washington Post via Getty Images

Evan Spiegel co-founded Snap, which owns services like Snapchat, in 2011.

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