Little Joey Miller, a member of the Beaver Club, has a bad tooth and won't go to the dentist. Mrs. Miller calls Jack and asks him to talk to Joey. Mrs. Miller brings Joey to the house. Jack suggests they all go to his dentist. Jack decides to show Joey having your tooth pulled doesn't hurt. And it all goes wrong. Rochester sings "I Can't Give You Anything But Love."
Preparing for a train trip to New York, he's held up at home by a slow moving plumber there to fix a dripping faucet, and phone calls from a girl looking for her boyfriend to elope with. When he gets to the station, he finds his reserved room has been canceled just as the train is about to leave.
Meeting at Jack's house, his manager has a hard time finding any privacy to talk to him. His writers seem to be simpleminded and easily distracted, adding to the frustration. Jack reminisces about his supposed start in show business in a hillbilly stage stage show complete with a feud shooting.
Jack welcomes superstar and personal friend Gary Cooper, who makes his "live" (actually videotaped) television debut. Coop flubs a line ,and then does an Elvis-like turn with a guitar and the Sportsmen quartet. The main skit shows Jack wearing huge-heeled boots, auditioning for a cowboy movie part as Cooper's twin brother.