This is a really minor issue, but it's kind of bugging me, so I figured I'd bring it up.
In the first Poker Night, while it was pretty obvious, Winslow's identity was never explicitly stated (even in the credits he was just called "The Host"). I assumed this was because, since the Monkey Island series (Tales included) was owned by LucasArts, Telltale didn't have the right to use any characters without their permission, leading to an original character that heavily resembles but is legally distinct from Winslow. ;) Then again, I'm not a lawyer, so I could very well be wrong about this.
Anyway, I was pretty surprised to hear Winslow introduce himself by name in Poker Night 2, since it proves that theory wrong.
So...what's the deal? Has Telltale been allowed to use him this whole time? Is Poker Night Winslow officially still a separate character that just happens to have the same appearance, voice, and name as Monkey Island Winslow?(Ah, loopholes.) Or, if I can let the wishful thinking kick in, did Telltale get the Monkey Island license back?