The Simpsons Episode 9.15 The Last Temptation of Krust

When Krusty the Clown performs at a comedy festival with Jay Leno, Janeane Garofalo, Bobcat Goldthwait and other comics, he proves to everyone that his comedy style is hopelessly out of date. Standing beneath the hot lights, looking into the faces of an indifferent crowd, Krusty bombs with his racial humor and embarrassing gag tuxedo. Krusty calls a press conference to announce his retirement from show business, but during his farewell speech gets the best laughs of his career. Reborn as a caustic, hard-boiled stand-up comic, Krusty becomes a latter day Lenny Bruce, condemning corporations and sell-outs left and right. Audiences lap it up, but Krusty finds himself tempted to sell out again when two advertising executives from a car company want him to flak their all-terrain vehicle. The pile of money the ad men offer Krusty is enough to make him shed his new image and return to being a shill for the highest bidder. Krusty loses his fanbase, but gains a great new car and mountains of money.