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Everything that can go wrong does when the Heck family embarks on a trip to New York.
Tim and Brad get into a fight over Brad's new haircut and the hot rod engine; Randy doesn't want Jill to help him rehearse for an audition to play Romeo in a school play of "Romeo and Juliet."
Tim and Jill (Tim Allen, Patricia Richardson) anxiously await the final results of a test that will show if Randy (Jonathan Taylor Thomas) is seriously ill.
The actors in Randy's (Jonathan Taylor Thomas) school play become frustrated when Wilson (Earl Hindman) takes over as director.
Tim (Tim Allen) becomes concerned when his mother (guest star Bonnie Bartlett) begins dating his former shop teacher (guest star Dick O'Neill).
On Thanksgiving, Mike's dad (Robert Forster) announces plans to open a recreational marijuana store; Mike worries what message his dad's business venture will send to the family.
When Bud gives Boyd a spanking, he's surprised to learn Mike disagrees with his style of discipline; Kyle thinks Mandy's gift of a pork pie hat is an effort to brand him.
Mandy arranges a holiday surprise for the family's housekeeper; Vanessa gives Boyd an elf doll and tells him it's magical.