Bob experiences pangs of jealousy when Emily's handsome new tennis instructor comes to see him with an emotional problem, namely, his inability to turn down the women who are all uncontrollably attracted to him.

Bob finds it extremely difficult to tell his mother that he loves her.

Carol tries to get Bob to approve her moving in with her new boyfriend Roger, who has just separated from his wife. Bob refuses, telling her she will have to make her own decision.

Bob's divorced neighbor, Howard Borden, is convinced that his son, Howie, doesn't really like him. Later, Howard's ex-wife convinces him that Howie thinks he is the greatest guy in the world.

Bob wants to watch football every Monday night. Emily feels this is unfair: their other activities allow the couple only two nights each week to be together, and she thinks they should do something that they both enjoy. This leads to an unresolved, all-night argument that ends only when the two participants become exhausted.

Bob decides that for his own mental well-being, he needs some peace and quiet. He moves into a hotel room by himself, leaving a confused Howard Borden thinking that Bob and Emily have split up.

Jerry decides there is something wrong with him because he never becomes serious about any of the girls he dates. He asks Bob if he can become one of his patients. Bob agrees, but they have to abandon the plan when it begins to interfere with their friendship.

Feeling unfulfilled as a woman, and having just passed her 29th birthday, Carol quits her job as Bob's receptionist. After having been gone for a while, Carol suddenly shows up at one of Bob's group-therapy sessions and creates a situation in which Bob finds himself more of a patient than a doctor.

Bob refuses to wear the beautiful gold watch Emily gave him for his 40th birthday after he learns just how expensive it was.

Howard Borden's 22-year old sister Debbie arrives to spend the week with him. Emily arranges a blind date for her with Jerry Robinson and Howard suddenly turns into an overprotective big brother.

Recovering from another broken romance, Jerry Robinson accepts Bob's invitation to spend a couple of days at his apartment. Bob soon comes to regret his kindness.

With Carol on vacation, Emily is elected to fill in as the receptionist. Everyone loves the idea—except Bob.

At Jerry's urging, Bob hires a business manager to handle his money. He ends up living on a meager allowance that affords him only such luxuries as peanut butter and jelly sandwiches for lunch.

Bob takes two of his therapy groups to a rustic retreat for a marathon session that never progresses further than everyone's complaints about the primitive conditions of their accommodations.

Bob's office routine becomes a wreck when Jerry hires a temporary receptionist. She's a very nice but very vague woman who can't even get Bob's name straight.

Having preached honesty in relationships to his patients, Bob decides to follow his own advice. Immediately he offends two dinner guests and starts an argument with Emily.

Bob's first literary venture turns out to be less than triumphant. His embarrassment makes him reluctant to join a convention of psychologists on a flight to Hawaii, especially when he finds out that Howard is the navigator.

After renewing an acquaintance with the beautiful and free-spirited Courtney Simpson, Jerry decides to give up his dental practice: he wants to follow his dreams of romance and adventure by taking Miss Simpson to Tahiti.

Bob thinks his chances of winning a doctor's tennis tournament are pretty good until he learns that his doubles partner will be Emily.

Facing the depressing prospect of returning home to Iowa to spend the holidays with her domineering parents, Carol brings her troubles to Bob's apartment. There she spends Christmas Eve pouring out the disasters of her childhood.

Bob and Jerry have a falling-out when Jerry demands that Bob lend him money for a new motorcycle.

With his confidence fading as fast as his list of patients, Bob decides to follow Emily's advice and see a psychiatrist about his problem.

Bob becomes the ""oldest permanent psychologist in Chicago"" when the ceiling in his office collapses and he has to set up shop wherever he can find the space.