HBO MAXSERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsSIGN INGET HBOMAXHBO MAXSERIESMOVIESNEW & LAST CHANCESCHEDULEFREE EPISODESMoreDocumentariesSpecialsSportsPodcastsSIGN INGET HBOMAXSIGN INStream all of HBO plus more TV, movies, and Max Originals at no additional cost.SIGN INHBO MaxLooking for HBO only? The Larry Sanders Show About Season Season 1Season 2Season 3Season 4Season 5Season 6The Larry Sanders Show | Season 5 | Episode 11Pain Equals Funny TV-MA | 21 MIN WATCH NOWHBO MaxThe more depressed Phil gets, the funnier his writing becomes. Season 5 EpisodesSeason 5 Episodes1.Everybody Loves LarrySeason Five Premiere. Larry is uncomfortable with David Duchovny's overtures of friendship.2.My Name is Asher KingsleyHank gets in touch with his Jewish roots. Guest stars: Tom Poston, They Might Be Giants.3.Where is the Love?Larry's feelings are hurt when he and the show get a terrible review. Guest stars: Sting, Sally Field, Jake Johannsen, Tom Shales.4.Ellen, or Isn't She?Larry tries to get Ellen DeGeneres to 'come out' on the air.5.The New WriterPhil has trouble adapting when Larry hires a new female writer; Hank thinks Kevin Nealon is after his job.6.The MatchmakerWhen Brian ends his relationship with his boyfriend, Hank tries to fix him up, but winds up starting rumors about himself.7.Make a WishLarry is more concerned with getting on People's Sexiest Man List than with meeting a child from the One Wish Foundation.8.Arthur and Angie and Hank and HerculesArthur reunites with his old flame, Angie Dickinson, and the two run off to Italy together.9.The PrankLarry thinks Lori Loughlin is stealing from him. Hank falls for a woman with a child, but alienates both of them when her son is a guest.10.The BookLarry is excited about publishing his own memoirs...until he reads his own writing. Beverly has a secret admirer.11.Pain Equals FunnyThe more depressed Phil gets, the funnier his writing becomes.12.The RoastLarry is roasted, but instead of feeling honored, his feelings are hurt by all the insults.13.Larry's New LoveSeason Five Finale. Larry's new girlfriend wants to be a success more than she wants to be with Larry.