I bet you guys don't know what is that, do you? I'm putting this here, not in the VI section, because two of the persons are fictional characters; By Rich Fulcher from "snuff box" I mean the character, not the actor with the same name who plays it (I have no idea, no that he's certainly not).
Now in what consists this stereotype? No, not necessarily hippie, but that soft, cary, romantic, curious, whiny (at least that whiny voice), and all the rest.
David Van Driessen - a teacher of Beavis and Butthead.
Richard Stallman, open-source software activist and president of the FSF.
Rich Fulcher from Snuff Box comedy series (the guy in brown):