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Possibly douchey and solely based on my viewing of Pirates of Silicon Valley, but my choice in a professional context is Bill Gates. Massive balls. He shaped the world around him, didn't let the world shape him.

Finish degree at prestigious school? [censored] that, I've got an idea.

Sell DOS before buying it? [censored] that, no time and opportunity's knocking?

Macintosh, eh? [censored] that, here's Windows, and I can get it in front of more people.

The manliest nerd of all time. And this opinion comes from a formerly devoted Stallman fanboy and Linux geek.