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The weird and wild ways Microsoft's first employees spent the millions they made

From self-help books to shredding on the guitar, the most successful Microsoft alumni have some wild and varied interests.

For those lucky enough to hitch their wagons to Microsoft early on in its meteoric rise to the top of the computing market, the payoff was huge.

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Some analysts estimate that thanks to the stock options the company gave to early employees, Microsoft had created three billionaires and as many as 12,000 millionaires by 2005. And even for those who didn't quite get to those heights, the rewards were huge.

Here's a look at what some of Microsoft's most successful alumni have done with their post-Redmond lives, from fine art to spaceflight.

Bill Gates, the world's richest man, is a huge collector of rare books and paintings. In 1998, he set a record for American art when he paid $36 million for Winslow Homer's "Lost on the Grand Banks."

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The record has since been surpassed — earlier this year, a

Former CEO Steve Ballmer was reportedly interested in bringing an NBA team back to Seattle, but when those plans fell through he dropped $2 billion on the Los Angeles Clippers.

Ballmer has since said that he has no plans to bring the Clippers to Seattle.

Microsoft cofounder Paul Allen owns two pro sports teams — the Seattle Seahawks and the Portland Trailblazers, plus he's a part owner of Major League Soccer's Seattle Sounders. And he owns a massive yacht with a submarine on board. Take that, Ballmer.

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Charles Simonyi oversaw the creation of Microsoft Office and was at the company until 2002. Now he's a space-obsessed billionaire who took two trips to the International Space Station. And in 2006, Simonyi told Forbes that he spent 6 months of the year on "Skat," his custom-built 233-foot yacht.

Source: Forbes

Bob Greenberg left Microsoft in 1981, well before its IPO, and would go on to help create the creepy-but-popular Cabbage Patch Kid dolls that were all the rage in the mid-1980s.

These days, he's working in software again, after his brief interlude in making hit toys.

Gabe Newell was a producer on the first three versions of Microsoft Windows, and he was already a millionaire when he left the company in 1996. Now Newell is the head of Valve Software, and a hero to gamers everywhere, who affectionately call him "Gaben."

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Former Microsoft CTO Nathan Myhrvold has a reputation as a renaissance man. He used his Microsoft millions to found a firm that specializes in intellectual property and patents, and he's a renowned nature photographer and trained physicist who once worked with Stephen Hawking.

But probably best known for his comprehensive and unusual 600-plus page cookbook, "Modernist Cuisine," which has sold over $30 million worth of copies.

In 2017, Myhrvold as the anonymous author of "My First Gulfstream," an infamous essay breaking down the absurd costs of owning a private jet.

Richard "Quiet Lion" Brodie, was the original creator of Microsoft Word and Bill Gates' former assistant. He left Microsoft in 1994 to pursue a career as a self-help book author and a professional poker player. He even went on Oprah once.

Ex-Microsoft employees Chris Peters, Mike Slade, and future RealNetworks founder Rob Glaser teamed up to buy the Professional Bowlers Association, for no other reason than they could. When they left in 1999, Microsoft stock was hitting some all-time highs ahead of a 2:1 stock split.

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Brad Silverberg used his Microsoft millions to go into venture capital at Ignition Partners alongside a bunch of other Microsoft millionaires, funding hot enterprise startups like Trifacta and Docker.

Andrea Lewis was a Microsoft technical writer, estimated to be worth $2 million. She used her millions to open the Richard Hugo House, a literary center in Seattle.

Jim Allchin was a key part of getting Windows 98, XP, and Vista out the door as a Microsoft executive. Nowadays, he's a renowned blues guitarist and singer, with his third album, 2013's Q.E.D., garnering critical acclaim.

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