Season 8, Episode 24: Dead Weight (1999)
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Season 8, Episode 24: Dead Weight (1999)

Al decides he wants to propose to Trudy, but before he does, he takes his mother out to tell her the news. However, upon seeing the ring, Al’s mom keels over and dies. Meanwhile, on Tool Time, more corporate changes are taking place and the Binford branding is getting out of control.

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Season 8, Episode 23: Trouble-A-Bruin (1999)
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Season 8, Episode 23: Trouble-A-Bruin (1999)

A talent scout from UCLA is visiting to watch Brad play soccer for a scholarship opportunity. However, Brad’s knee is not fully healed after tearing a ligament a few months back. His decision to play could mean his future at UCLA or never playing soccer again.

Meanwhile, Tim is incensed that the executives at Binford are implementing huge changes that impact the way Tim wants to do the show.

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Season 8, Episode 22: Loose Lips and Freudian Slips (1999)
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Season 8, Episode 22: Loose Lips and Freudian Slips (1999)

Mark and Jill are both finishing their thesis for their respective schools—Mark’s a documentary about the Taylor family and Jill’s her PhD psychology paper. However, Mark films Jill shit talking her professor who will be overseeing her paper’s defense, and her professor’s step-son just so happens to be in Mark’s class and attending the premiere of Mark’s film.

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Season 8, Episode 21: A Hardware Habit to Break (1999)
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Season 8, Episode 21: A Hardware Habit to Break (1999)

Harry is selling the hardware store and to save it, Tim tries to find a buyer. However, after the bare minimum peer pressure, he decides to buy it himself. First, they seem to lose money because Marty isn’t the best salesman, but when Jeff steps in, the Taylor clan find they work best together and start to turn a profit.

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Season 8, Episode 20: Neighbors (1999)
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Season 8, Episode 20: Neighbors (1999)

When Tim takes Wilson to a Red Wing game, he wins $10,000 and decides he wants to build a new greenhouse in the backyard. However, this would mean that it would block the fence and prevent Tim from his primary source of support and wisdom.

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Season 8, Episode 17: Young at Heart (1999)
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Season 8, Episode 17: Young at Heart (1999)

When Brad’s Mustang needs some work, Tim takes it in to the best mechanic in town. Only, it turns out that Alex (Jenny McCarthy) is a woman—something that Tim does not expect and is not ready for. He denies his attraction to her even as it impacts his and Jill’s anniversary.

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Season 8, Episode 14: Home Alone (1999)
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Season 8, Episode 14: Home Alone (1999)

Tim has been asked by Binford to write a book on manhood, but he hasn’t produced any chapters despite spending his entire advance. With only one weekend left to show them the first three chapters, Tim must put pen to paper and get writing.

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Season 8, Episode 13: Chop Shop ‘til You Drop (1999)
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Season 8, Episode 13: Chop Shop ‘til You Drop (1999)

Brad has saved up for a new car, but the first day he takes it out, it gets stolen. The police can't do much without direct evidence, which incenses Tim who decides to take matters into his own hands. Dawning disguises and a hidden camera, he ropes Al into conducting a sting operation on a local chop shop he believes responsible for the crime.

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