I know he's a controversial figure but I thought this was pretty damn funny. He got the Howard Stern impressionist "Sour Shoes" to call the News' Lynn Henning and the Freep's Anthony Fenech, pretending to be Mad Dog Russo. Thinking they were on Russo's radio show, Sour Shoes eventually asks them embarrassing questions about things from horrible takes to lewd personal conduct in their pasts.
The clips are broken off from the main podcast. The good stuff is on Henning, Part 3 and Fenech, Part 2. The impression of Mad Dog is dead on.