Josh and Nick coach their friend Luke on how to amicably break up with his girlfriend, Sydney, so that it won't jeopardize Josh's spot in her coveted spin class. Also, Judy and Harry invite their rivals, Dick and Lenore Stevenson, over to play bridge, and Andrew and Eve celebrate their anniversary with their own gift-giving tradition.
After Harry and Judy visit Josh on the set of his new movie, he is horrified when the director, Walter Michaelson, casts them in background roles in Josh's most important scene. Also, Nick tries to teach Andrew how to dance.
After surprising Andrew, Josh and Eve with the gift of family burial plots, Harry and Judy learn that Josh and Eve don't want theirs, so they try to find a compatible couple to spend eternity with. Also, Josh hooks up with Nick's sister, Toni.
After Harry gets sick, Josh accompanies Judy on a pre-planned anniversary spa getaway where everyone believes the two are a couple. While there, Josh alternates between "dates" with his mother and a woman he meets at the spa.
Josh asks Nick to retrieve Nana Roberts from her nursing home for the family's Thanksgiving gathering, but when Nick arrives with the wrong nana, the family is forced to deal with a stranger who antagonizes everyone. Also, Judy begins to realize her own critical tendencies, and Andrew prepares for a sexy calendar photoshoot.
Eve and Josh vie for the attention of Wyatt's perfect new nanny, Sara, until Josh realizes she is better with babies than adults. Also, after Andrew gets Harry and Judy a new TV, they both remember why they prefer to watch in separate rooms.
Josh begs Henry and Andrew to let him join their monthly racquetball game only to learn it's really a steak-and-scotch dinner behind Judy's back. Meanwhile, Eve and Judy reluctantly spend their free evening together.
Judy forces Josh to choose between her and his new best friend, Luke, when she finds out his pal is the upstairs neighbor she claims caused water damage. Meanwhile, Andrew asks Nick the doorman to help him assemble Wyatt's new playpen.
Josh's mission to have his first successful one-night stand is derailed when his date bonds with his parents the following morning. Meanwhile, Andrew is surprised to learn that Eve intended for him to be a one-night stand.
A newly divorced, out-of-work actor moves from Los Angeles back home to New York to regroup and takes an apartment sandwiched between his meddlesome parents on one side and his successful surgeon brother on the other. Season 1 premiere.