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The Peeper returns to Chicago after being dumped by his wife, and Jerry shows him how to live life as a swinging bachelor.
Howard gains custody of his son Howie, but leaves most of the actual work of taking care of him to Bob and Emily. Bob hires a gorgeous young woman as Howie's babysitter.
Bob teaches the art of assertiveness to Mr. Herd, whose first act after learning to stand up for himself is to bring a lawsuit against Bob.
Carol decides to follow in Bob's footsteps and enrolls in a night school psychology course.
A professional basketball team hires Bob to give a psychological assist to its superstar.
Jerry's free-spirited ex-girlfriend Courtney returns, offering to let him marry her and help raise her son.
Howard gets a visit from his brother Gordon Borden the Game Warden, who becomes his romantic rival for Ellen.
The Hartleys notice the devotion that Larry has for Carol but it seems to go beyond the usual behavior of newlyweds. Even Carol wishes to have some time to herself once in a while.
Bob and Jerry invest in Carlin's real estate deal, but discover that it involves evicting an old man.
While everyone else is making plans for Christmas, Bob learns he needs to be hospitalized right away to have his tonsils removed. Not only is he embarrassed by having the operation at his age but his nurse was once his patient as well.
Emily is promoted to Vice-Principal over another teacher who's been at the school longer.
The doctors in Bob's building regret giving Ellen permission to write an article about them.
Bob's mother stays with Bob and Emily while her house is being painted. Bob has issues with her meddling and treating him like a child.
With Emily out of town, Bob spends Thanksgiving with Jerry and Mr Carlin watching a football game. They proceed to get drunk and try to order Moo Goo Gai Pan from a Chinese restaurant for dinner.
In an episode framed as an homage to The Sting, Bob enters into an uncomfortable new partnership with an upscale psychologist.
Bob accepts a seemingly innocent invitation to appear as the guest on a TV discussion program. He winds up in the jaws of a dilemma when the show host turns out to have the disposition of a shark.
After realizing that he's not actually helping any of his patients, Bob goes to his old mentor for guidance.
The Hartleys agree to host a French colleague and his wife when they visit Chicago. Things do not go as smoothly as they planned.
Emily has a penchant for setting up couples and Carol is her next target. However, when Carol's sudden romance with Larry leads to marriage, no one seems to believe that Carol will actually go through with it.
Bob's therapy group for overweight people has one negative member, saying it is thin people who have the problem against their weight. Bob asks Carol to sit in on the meeting since she used to be heavy. Carol is asked out by a heavy man.
Emily starts to feel she and Bob are in a rut. They start trading jobs to shake up the routine. Each find it is not that easy to pick up the other person's job. Carol is also bored with her routine.
Bob's patients observe tradition by planning a surprise party to honor the fourth year of the group's therapy sessions. When an unseen member, a Mr. Gianelli, threatens to turn the party into a disaster, Bob kicks him out of the group. His decision meets with instant group approval until Mr. Gianelli dies under a ton of zucchini.
Howard is ready to propose to Ellen. She accepts, but then each of them wonder if they are ready for marriage. Bob & Emily celebrate their wedding anniversary and discuss the gifts each receives.
Bob's college roommate ('the peeper') visits Chicago and shows he has not lost his school age demeanor. He keeps extending his stay, causing friction between Bob and Emily.