Stuart, Phil and Haskell are three freshly divorced men sharing an apartment across the hall from their landlord, Holly, who was also each man's divorce attorney. Together, they try their best to navigate New York City as singles -- and friends.
Holly, a divorce attorney, sets up her newly single client Stuart with fellow divorcés -- and his new roommates -- Phil and Haskell, who help him adjust to post-married life.
Phil uses Holly's assistant, Eden, as bait to sign a star horse jockey, but the jockey only has eyes for Holly, and Haskell urges Stuart to sell his clock collection.
Haskell has Phil pretend to be him when his online girlfriend surprises him with a visit, while Stuart and Holly encounter a homeless man in the laundry room.
Stuart's work-life imbalance shifts after Phil sleeps with his dental assistant and doesn't call her, while Holly's clothes have a better social life on Eden.
Stuart takes Phil to his favorite restaurant, where Phil learns his ex-wife is engaged, then later discovers her fiancé cheating, while Holly can't read a colleague's signals.
Holly plays matchmaker for Stuart and accidentally sets him up with a prostitute, while Haskell embellishes his life on social media to make his ex-wife jealous.
Stuart acts as interpreter when Phil meets a Serbian lingerie model, Haskell buys a coffin as an investment, and Holly tries to make a good impression on a neighbor.
Holly's mom (Judith Light) visits, and Holly takes over the guys' apartment because she lived there with her ex-fiancé and hasn't yet told her mom that the engagement is off.
Holly needs one of the guys to pretend to be her boyfriend to prove to her cheating ex-fiancé that she's moved on, while a former neighbor tells Stuart his ex-wife is engaged.
Holly starts dating Phil's top client, an all-star basketball player (Amar'e Stoudemire), and it affects his game, while Haskell recruits Stuart into sports betting.