Katie wants to prove to the Westport moms that she is fully capable of competing at Field Day at Anna-Kat's school, but she ends up taking the competition a little too seriously. Greg enlists Taylor's boyfriend, Trip, to help him make the family recipe for chili in a local competition, which makes Taylor and Oliver jealous.

Katie enlists Angela's legal help to convince Chloe Brown Mueller to sign off on the venue for the Spring Gala, but Angela ends up cozying up to Chloe instead.