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A newly divorced, out-of-work actor moves home to New York, where he lives in an apartment between his doting, meddlesome parents and his brother, sister-in-law and their new baby.

Josh's mission to have his first successful one night stand is derailed when his date bonds with his parents the following morning.

Judy forces Josh to choose between her and his new best friend when she finds out his pal is the upstairs neighbor she claims caused water damage; Andrew asks Nick the doorman to help him assemble Wyatt's new playpen.

Josh begs Andrew and Harry to let him join their racquetball game only to learn the monthly outing is actually a cover for having a steak and scotch dinner behind Judy's back. Also, Eve and Judy begrudgingly spend their free evening together.

After Josh changes the locks to his apartment and refuses to give Judy a spare key, he is caught in a bind when he locks himself out. Also, Eve tries to avoid being cropped out of the family holiday Cardiff.

Harry and Judy shower Andrew with attention after he lands a local television gig as a medical correspondent, with help from Josh. Also, when Eve grows frustrated by the lack of boundaries between her in-laws and Andrew, she tries to turn their attention back to Josh.

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 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.

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 Natalie, a woman he meets at the spa.

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 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.

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 Josh hits it off with Lauren, Judy's friend Myra's daughter, they have an epiphany about the nature of their meeting, and it all circles back to their mothers' meddling. Also, Eve and Andrew are weary of letting Harry babysit Wyatt, so they rope in Nick to babysit both of them.

After Harry scales back to a four day work week, Josh suggests he take an acting class on Fridays to avoid spending the day together, however Josh gets frustrated when Harry refuses to break character at home. Also, after Judy is called back to her doctor's office for another test, she's convinced she is dying and spills secrets she doesn't want to take to her grave.

Judy is determined to help Josh win back the attention of Patty, his former stalker, when his feelings are hurt that she is now fixated on an up-and-coming actor. Also, Andrew and Eve try to connect intellectually over reading the same book.

While digesting the dirty laundry that is aired in Josh's ex-wife's tell-all book about their family, the Roberts are flabbergasted to learn that Josh is considering reconciling with her.