I'll be the first to admit I've never been to a Ren fair, but I did have some friends in high school that were into them -- sometimes they even brought their crossbows to school (fortunately not in the view of teachers). These were the same kids who wouldn't let me play role-playing games because I wouldn't take them seriously enough. So, yeah, I'm all for making a mockery out of the whole thing. Wilson was a D&D player and a Ren fair attendee as a teen, so he has the experience to use as a foundation and the ability to make fun of himself while making fun of those people who are into Ren fair stuff.
Wilson will co-produce with director Jay Roach (Meet the Parents). There is so far no one attached to direct. Roach has a lot of stuff lined up, including producing Sacha Baron Cohen's Bruno movie, but unless he goes ahead soon with another Austin Powers sequel or the "comedic Vertigo movie", he should go ahead and helm Renaissance Men. As for Wilson, he's got the comedies Juno, The Rocker, Girlfriend Experience and Bonzai Shadowhands, which he also wrote. Unlike some people, I think Wilson can do more than play Dwight Schrute types -- I loved him as a very un-Dwight-like guy in Baadasssss! -- and can't wait to see how his starring roles turn out. However, I do think Hollywood might want to typecast the guy and I hope the studios don't try and force him to stick with his Office shtick in every movie he's in.