Reagan's extreme competiveness comes out at a New Year's Eve game night, much to Chris's embarrassment. Meanwhile, Kevin worries that Ava is ashamed of him and Missy brings an unexpected date to the party.

Reagan wants to secure a spot at a prestigious preschool for Amy and tries to win favor by organizing a charity auction with Ava's help. Elsewhere, Chris and his brother find that they haven't outgrown their competitive ways from childhood.