The show takes a look at the heartwarming yet super uncomfortable and sometimes frustrating relationship among three adult siblings: one in the 1%, one middle-class and one barely holding on.

The Hayworth family is invited to the wedding of longtime family friend Spags. When Connor enlists Tom's help to write and re-write a wedding toast, things take an unexpected turn between the brothers. Sarah realizes Denise is upset they never had a real wedding, while Marina meticulously plans her drinking schedule for a night out without the kids.  

Connor invites the Hayworth clan to a San Francisco 49ers game as he tries to close his latest business deal. Tom gets a chance to showcase his football skills, Denise tries to get Sarah to come to terms with Shamiah's new interest in cheerleading.

Trick or treat is not the only question on the Hayworths' minds as they debate the best neighborhood for a spooktacular Halloween. Meanwhile, Connor navigates sharing the holiday with his ex-wife, Emily.

Tom and Sarah crash a poker night that Connor is hosting for some rich and famous friends. Meanwhile, when Camila mentions she thinks there is a ghost in the house, Marina and Denise clash over their very different beliefs.

The entire Hayworth family goes to attend the Windmount Academy musical to support Gretchen and Sarah. Meanwhile, in an effort to help calm Tom's nerves as he awaits news about his book, Marina proposes they take the edge off and relax by taking edibles.

Tom attempts to keep Connor grounded after he announces his plans to go to space then falls into a rough patch himself after learning some bad news. Meanwhile, Marina gets stuck while trying to transform their attic into a writing space for Tom.

Tom begins publicity for his new book; Marina takes on the redesign of Gretchen's room, which causes a lot of stress at home and in the bedroom; Sarah, Denise and the kids have to crash at Connor's house when their apartment floods.