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- Season 5 overviewSep 15, 1986-Mar 4, 198724 episodesSeason 5 episodes1. Who's the Boss? Sep 15, 1986
- Edward grows resentful of Kate's success as the head of the toy company.
- 2. Lost and Found Sep 22, 1986
- Rick manages to accidentally lose Kate's grandmother in New York City.
- 3. The Live-In Sep 29, 1986
- A new housekeeper from Sweden has captured the heart of Rick.
- 4. Rick Sells His Sole Oct 6, 1986
- Rick loses the promotion he wanted at work as result of nepotism.
- 5. The Beach House Oct 13, 1986
- Bound for the beach, Rick's strong resolve to be faithful wavers.
- 6. Rick Moves Out Oct 20, 1986
- Rick moves into the guest house for privacy, but friends think it would make a great party house.
- 7. Man to Man Oct 27, 1986
- Rick beats Edward at tennis, which causes Edward's pride to suffer.
- 8. Hey, Mrs. Robinson Nov 3, 1986
- Rick monopolizes Kate's friend, which makes Kate feel left out.
- 9. Rick's Learning Problem Nov 10, 1986
- Rick learns that one of the football players he is tutoring is cheating.
- 10. The Triangle Nov 17, 1986
- Rick finds himself the object of Brad's girlfriend's affections.
- 11. Kate Lassos a Longhorn Nov 24, 1986
- A boa constrictor is an unwelcome guest at Kate's business dinner.
- 12. Get the Hook Jan 26, 1987
- Rick's strong ambition to become a comic threatens his grades.
- 13. Rumors Are Flying Feb 2, 1987
- Rick tells a tall tale that endangers the reputation of a girl.
- 14. The House Guest Feb 9, 1987
- The Stratton household does its best to endure a visit from Brad.
- 15. Band on the Run Feb 16, 1987
- After an argument, Alfonso decides that he is going to form his own act.
- 16. Fallen Idol Feb 16, 1987
- Rick finds out that his basketball hero is suspended for using drugs.
- 17. Baby Blues Feb 17, 1987
- Rick tries to help a single mother by finding a husband for her.
- 18. Author, Author Feb 23, 1987
- Edward is convinced that his ex-wife's book is written about him.
- 19. Mother's Day Feb 25, 1987
- Rick is determined to cook a special Mother's Day dinner for Evelyn.
- 20. Thoroughly Modern Mildred Feb 26, 1987
- Kate's grandmother comes to visit, and brings her boyfriend along.
- 21. Pardon My French Feb 27, 1987
- Grandfather Stratton returns from Paris with a young fiancee in tow.
- 22. Educating Rick Mar 2, 1987
- Rick and Edward find themselves disagreeing over a choice of college.
- 23. Edward's Big Adventure Mar 3, 1987
- Edward calls Rick for help, but Rick thinks that the call is a joke.
- 24. Let It Snow, Let It Snow Mar 4, 1987
- Kate and Edward's ski weekend is threatened by complications.