Howard has a party and an old girlfriend attends. Howard worries about what Ellen thinks. Meanwhile, an old girlfriend of Bob's is in town and Bob does not want to talk to Emily about the girlfriend. Howard tells Emily about the girlfriend.
Jerry feels a bit depressed and decides to buy a motorcycle. He wants to borrow money from Bob. Bob turns him down and says it is to save their friendship. Jerry is upset that Bob won't loan him the money.
Emily asks Bob to help her friend Diane with marital problems. Howard asks Bob to help his ex-wife with her marital problems. Bob is reluctant because he has a rule about treating friends, but he does agree. Of course, complications arise.
The school season is over and Emily helps organize a summer camp for two weeks in July. Bob has a full schedule at work that time, so he is unable to help. His plans change so he can help, but the summer camp plan falls through after all.
Bob's sagging office ceiling collapses and he must relocate all his patient sessions. Meanwhile, Carol gets a job offer hoping to make Bob and Jerry to give her a raise and Howard gets a job transfer to New York and informs Ellen that they are to get married and move.
Bob Hartley resists his therapy group booting out a caustic patient, when he doesn't show up with the brain cake at their birthday party for Bob. That's only part of Dr. Bob's bad day, but it gets worse when Emily isn't sufficiently sympathetic. To unload his anger, Bob uses reverse psychology on the often-missing Mr. Gianelli by calling him, shouting that he's out of the group, plus fired as a client. Bob expects the contrary Mr. Gianelli to return to group, contrite for his disruptive behavior. But before he can, Mr. Gianelli, a fruit vendor, is crushed to death by ...
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 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 wonders why a colleague has more free time than he. Frank says it is because his patients control his time instead of Bob setting specific office hours. Bob and Frank form a partnership, but Bob is uncomfortable about the setup.
Ed and Janet are a married couple who also teach at the same school as Emily. They all assume Ed will be named the new vice-principal and Emily suggests they have a party at the apartment to celebrate, which doesn't go as planned.
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.