Jill loses her job, and decides to go back to school for a masters in psychology. Tim is unhappy about her decision and he wonders what she even saw in him since they both think differently about education.
Harry from the hardware store has a mild heart attack as Tim turns 40. Tim is worried and goes off the deep end about getting healthy. The boys give him a Tool Man figure made out of tools, and Jill gets him a ride on a jet (more power!).
Tim wants to install a central vacuum system and Jill is opposed. She agrees when he promises it will be a fast and small project. Of course, things get out of hand. Tim's brother Marty arrives and tells Tim he is leaving his wife.
When Al buys 20% of Harry's hardware store, he irritates everyone by becoming obsessed with the business, trying to change store policies, promoting the store on Tool Time and spending less time with Ilene.
When Al has to miss a taping of Tool Time, Brad fills in for him; but Randy can't stop making fun of Brad's appearance on the show, and Tim realizes it's because Randy feels that Tim prefers Brad over him.
Mr. Art Leonard, Tim's favorite old metal shop teacher, is invited for an appearance on Tool Time, along with some of his old classmates. Unfortunately, during a taping of the show it becomes clear that the man who inspired a young Tim Taylor to seek more power is losing much of his own when his crippling arthritis is revealed, as well with his bitterness about his condition.
Everyone is stunned when Tim impulsively sells his hot rod to a pizza magnate - especially Brad, who helped him build it, so Tim and Brad try and talk the millionaire into selling it back. Meanwhile, Randy is embarrassed that Jill still goes along with him when shopping for clothes.
After a Detroit magazine selects Al as the city's most eligible bachelor, women begin constantly flirting with him, causing him to lose sight of his priorities and making Ilene jealous. But the reasons for the flirting may not be what they seem.
Tim puts a dance floor in the basement for Randy's birthday party, but he over-waxes it, causing Randy's friend Michelle to sprain her ankle; Randy is embarrassed that Tim is now sending his friends to the hospital.
For a segment on Tool Time, Tim agrees to fix the furnace is Benny's aunt's basement, but disaster strikes when Benny fails to tell him that there are TWO gas leaks in the house. Benny soon wears out his welcome as Tim's house guest, as everyone struggles to repair the aunt's home while she is out of town.
When Tim accidentally exposes himself to his equally naked sister-in-law Nancy, who's using his and Jill's shower, he suggests they keep quiet about the incident. However, Nancy breaks the silence and a more uncomfortable one descends.
Tim & Jill are to double date with Al & Ilene at a play, but first Tim and Al have to sell tickets to a hockey game. Tim & Al get caught scalping the tickets. Wilson watches the boys while Tim and Jill are out.
Jill's sister Carrie, a globetrotting photographer, comes to visit, and their different paths in life create conflict. Meanwhile, Tim can't seem to stop arguing with his brother Marty, and the strife even spills over to create friction between Al and his brother Cal.
Tim and the boys visit the hardware store where Harry and Al are working. The boys want a pocket knife, and after they leave, the knife is just gone. Al talks to Tim about the boys taking it. Tim & Jill find the knife in Mark's drawer.
Brad has a pimple before a big date. Jill sets Wilson up on a blind date with one of her professors, Judith. They seem compatible, but Wilson seems happy to keep the relationship on an intellectual level only.