JK: We did not start out with any agenda or wanting to bring history to the people. I feel like now we have duties that have arisen — that we have to uphold a standard that we’ve set for ourselves but that standard was set accidentally by incredible luck and chance.

AS: One of the earliest celebrities who you worked with was Jack Black — I understand he really wanted to play Benjamin Franklin. Other than that, what would you say has been the strangest celebrity casting request so far?

Derek Waters: All of the celebrities, actually. Michael Cera, who was in the first episode, is a dear friend of mine. I mean, I know he’s a celebrity but I always thought this would just be something with friends. I never thought I’d be working with Lisa Bonet. It’s weird to have Denise Huxtable on our show twice. We’ve had John Lithgow, which was so surreal. “Weird Al” was the first person we cast for this new season. He actually emailed us and said that he liked the show. He said, and I’m not sure if he wants this to get out: “I love the show and I want to be in it but I’ve always made a promise to myself as an artist and a family man and I don’t want to swear. I don’t want to mouth swear words either.” So we looked through our footage and somehow Hitler never swore. We didn’t have to make any cuts. Johnny Knoxville, too. I’ve always looked up to him and he’s someone I’d never met before until Drunk History. I’ve never seen anyone commit and take it so far. He’s going to be playing Johnny Cash in our American music episode.

AS: Season Two of Drunk History has you expanding into not just city-centric episodes but very specific themes, like American music, which kind of started this whole thing.

DW: You mean my conversation with Jake Johnson? Yeah, he was telling this story about Otis Redding and I just knew it couldn’t be true but I had no way to really verify it.