Louis starts to fantasize about passing the Cattleman's Ranch torch to Eddie but is worried about his menu choices. Meanwhile, Jessica is still struggling to get on board with Emery's new acting hobby. And when Louis scores a spot on "Who Wants to be a Millionaire," host Regis Philbin offers Louis and Jessica more answers than million-dollar questions.

With a little help from Louis' business advice, Jessica lands her dream job as a private school dean. Yet, after learning she was the token diversity hire, she quickly discovers a way to flip the script and use her title to make a difference. Meanwhile, Eddie and Emery teach Evan the hard way that it's okay for the brothers to have their own "things" at school.