In New York, there is a gallery called Jim Kempner Fine Art. It is, as far as I can tell, a real gallery. And Jim Kempner is a real guy, selling mostly contemporary prints. And for some reason, he decided to do little video vignettes with him (and various guests) all playing themselves under the collective title The Madness of Art. And they are freaking hilarious.
Unfortunately, I can't seem to embed any of them here. So go over to their site and watch them--they are all pretty short. The first one, with Tony Fitzpatrick, is really good, and the one where he is hiring a new assistant, "Interviews," is great, too.
Jim Kempner and Tony Fitzpatrick from The Madness of Art episode 1