Tilly and Cricket wrestle with decision making at a truck stop between Big City and the country; Tilly rises through the ranks as a Big City jingle writer.
Bill discovers his favorite comedian, Fred the Farmer, may not be who he claims to be; Tilly defends Cricket at a family trial after he's accused of stealing an entire cake.
Cricket and Tilly get to know their grandpa; Nancy scrambles to find him a job; to ensure his family's future security, Bill becomes a hoarder.
After being mocked for his handshake, Cricket trains for a Western-style handshake duel; Gloria combines her work life and social life by hiring her friends as employees.
Gramma butts heads with Nick when he crashes her special family hockey outing; Chip Whistler recounts what happened to him since "Chipocalypse Now."
Bill just wants Tilly to come down from a tree; when Remy tells Vasquez that he no longer needs his protection, Vasquez speaks with a therapist.
A nature documentary portrays Big City as a wild ecosystem; avid collector Remy struggles to cope after Cricket finds the rarest of all trading cards.
To prove to his parents that he is money-wise, Remy starts his own business; feeling neglected by his family, Bill befriends a murder of crows.
Cricket tries to avoid a fortune teller's ominous prediction that he will get a stinky slap; in an inescapable escape room, Cricket must decide between family and freedom.
Bill begrudgingly joins Cricket to cover up a turkey-related crime on Thanksgiving; the Greens get into crazy hijinks in a Smalton antique shop.
Bill and Cricket follow clues from Cricket's dream to search the woods for the perfect Christmas tree; Tilly catches ennui, so Cricket tries to cheer her up.
On Christmas Eve, Tilly helps Cricket redeem his year's worth of bad deeds for one last chance to get on Santa's nice list; Gramma and Nancy look for a present for Bill.
Remy's plan for his whole life is thrown into question when he is unprepared for a violin recital; Gramma becomes a rideshare driver, only to find her best customers are robbers.
On New Year's Eve, Cricket insists on helping Gloria complete her resolution of approaching her crush, Kevin; Cricket and Remy challenge Vasquez to a snowball fight; Tilly creates a snowperson.
Bill and Nancy prep a special harvest dinner; Cricket and Gramma race Tilly to get a missing ingredient; at the local community center, Tilly wants to win a trophy and begins training with the center's director.