Katie strives to keep her long-separated parents apart when her father, Marty, surprises the Otto family for Christmas. Anna-Kat does her best to help Trip win Taylor back but has a hard time getting past a very persistent Pierce. Meanwhile, Oliver thinks no one will remember him as the mask-wearing villain in the school's production of "The Nutcracker."
After discovering that the four digit pin code the Otto family uses for everything spells out Greg's ex-girlfriend's name, Katie gets upset and retaliates by dragging out old gifts from past boyfriends. Meanwhile, the kids' current love lives take a hit as Taylor and Trip argue over her relationship with Pierce, and Oliver and Gina's relationship goes south when they both apply for a ballet scholarship that only one of them gets.
Greg's insistence on doing the family's taxes prompts Katie to take matters into her own hands; Oliver and Anna-Kat join forces in an attempt to win a popular radio contest; Taylor finally sees Pierce's true colors.
Greg enlists Oliver and Anna-Kat's help to drum up new recruits for the Westport Historical Guild; Katie does her best to support Taylor's dreams of becoming the next "American Idol."
Mark is convinced he has COVID-19; Becky and Harris team up to confront Josh, who has been "ghosting" Harris; when Jackie visits Roseanne's grave, she finds an appalling headstone right next to it and sets out to make it right.