Author of "The Cathedral and the Bazaar," one of the most influential pieces of writing in the open source world, Eric Raymond is often regarded as a sort of honorary figurehead for open source. He also worked on NetHack, one of the highest-regarded video games of all time. But that's not quite enough to earn him a "Bad Boy" badge. Did I mention he's also the editor of the Jargon File (aka "The Hackers Dictionary") and is an ardent gun rights advocate? There we go. All of that together = Bad Boy.
"When I hear the words 'social responsibility,' I want to reach for my gun."