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After some digging, Dean learns it is because Stewart caught his mother and Yao, his dad's law firm partner, in the bedroom five years ago on Thanksgiving, and he hasn't yet told their dad. indulges his son and decides the family will celebrate Thanksgiving this year, and he invites Yao (Clyde Kusatsu) to attend.Meanwhile, Dean has flashbacks to his final episodes of The Grinder, and his arguments with writer-director Cliff Bemis (Jason Alexander) that led to him departing the series.
In an effort to perk up Dean's love life and get him to move out of their house, Stewart and Debbie set up Dean with Gail Budnick (Christina Applegate), an old high school girlfriend.
The school play is coming up and Stewart encourages Ethan to join the crew, as he did back in school, but it appears that Ethan would rather follow in the footsteps of his Uncle Dean.
When Ethan does not get the role despite Dean's coaching, Dean learns that the drama teacher is a former classmate who still holds a grudge.
Stewart and a new hire named Claire are the only two who seem to understand that Dean's television experience does not qualify him for a job at a real law firm. is a famed actor who starred in the legal drama series The Grinder for eight seasons.
After the series ends, he is left wondering what to do with his life, while temporarily living with his lawyer brother Stewart and his family.