Strange but true in so many ways, when Artie Lange appeared on Late Night with Conan O'Brien in 2008 to promote his book, Lange told Conan that he was making a big mistake in agreeing to move to Los Angeles and taking over the Tonight Show, suggested he let the "bobblehead" Jay Leno continue to host it instead, and take NBC's $40 million penalty fee. Conan denied it then. "No. I don't think so," O'Brien told Lange. "Forty million dollars not to work? Sweet. I've got to look into that." Roll the clip!