The embodiment of both those qualities? Bill Burr. Raised in Canton, this guy has made a name for himself for speaking his mind (hilariously), regardless of whether or not doing so would be politically correct. That’s more or less been the seething id beneath the veneer of Boston civility for probably 100 years now. Just check out this video to see him lapsing back into his Boston accent while giving a tour of the city in what appears to be a midsize Sedan, and you’ll know there was no other possible No. 1 choice. Oh, also, his bio page on BillBurr.com ends thusly: "That’s it. Go fuck yourself."
Larry Bird, Robert Parish, Kevin McHale. We couldn’t pick just one.
EdItor's note: Let's talk about Jimmy Fallon. A lot of people I talked to for this article thought Jimmy Fallon was from Boston. He isn’t, but the fact that so many people think he is makes me a bit suspicious. What kinda rumor mill are you running, Fallon?!