Famous people. Comedians. But more important, people you know personally?
I feel like being bald makes you more of a bad***, due to all the action movies these days, and I have a beard and mustache (not thick one,) do I dont know if it makes any difference. But I'm known for my humor; I'm a funny guy, as I'm told by my friends. I guess the only funny bald celebs I know are Terry Crews and Damon Wayans. Other than that, I don't know much more, and none personally.
So my question is: Can you be bald, sport the somewhat tough guy look, and be funny as hell? Or do you know people that are? Doesnt have to be tough guy look lol
Howie Mandel and Dave Chappelle come to mind.
Steve Harvey and Wayne Brady (Does Uncle Phil from the Fresh Prince count?)
I'm the funniest person I know.... ask me, I'll tell you.
Does it count if they're funny looking?
I'm the funniest person I know.... ask me, I'll tell you. 
I have no doubt in that, good sir!
And no idea what you mean by funny looking. Funny looking kinda like "Good guy Greg" or "CamelJockey?"
Dave Attell, Stanley Tucci, Larry Miller