Guest Stars Phil Morris as Jackie Chiles Brenda Strong as Sue Ellen Judy Kerr as Woman Debra Jo Rupp as Katie Kyle Gass as Smoker Meagen Fay as Mrs. Burns Bob Odenkirk as Ben David Letterman as Himself Alex Trebek as Himself Derek Jeter as Himself Fern Fitzgerald as Ms. Wilkie Bernie Williams as Himself Tamara Bick as Louise Lawrence Mandley as Larry the Cook Noelle Balfour as Waitress Uncredited Ruth Cohen as Ruthie Cohen Randy Carter as Rick