The Larry Sanders Show (1992)

S5E6 The Matchmaker

Paula's latest hire, Marylou, inadvertently irritates everyone around her, including the usually easygoing Tim Conway, with her clumsy interview preparations and misguided celebrity insights. Meanwhile, Hank tries to lift Brian's spirits by taking him out for an evening at various gay bars, which leads to Hank receiving a notable mention in Army Archerd's column.