Bud Harper, Tim's new boss, wants to replace Al because younger viewers don't like him. Meanwhile, Brad gets detention on the first day of school and additional detention for misbehaving during detention.

Tim gets "the look" from Jill after spending $4,000 on season tickets for the Detroit Pistons.

Dolores, Harry's wife, comes to Harry's Hardware and Tim's marital advice causes them to split up.

Tim and Jill both reminisce about their senior years.

Jill's wild sisters visit to plan their parents' 50th anniversary.

When the boys are using the phone too much, Tim has Dennis, Harry's son, install a second line.

Harry announces that he is retiring and selling the hardware store. Tim organizes a fundraising party for the store, but ends up buying it himself. But when the customers dry up, Tim begins to wonder what he is doing wrong.

Tim tapes his final Tool Time; Jill sets up for Al's wedding to Trudy and begins to have second thoughts about moving to Indiana.