
Chiropractor and single father Alan Harper lives in a beachfront house with divorced Internet billionaire Walden Schmidt, who bought the house following the untimely death of Alan's brother, Charlie. As they acclimate to their living arrangement, the tightly wound Alan finds himself taking on a mentor role with Walden, whose lifelong dependence on being taken care of has left him a bit naive. Despite his unsuccessful romantic history, Alan also tries to help Walden overcome his limited experiences with dating. Berta, a sharp-tongued, unapologetic housekeeper, is also featured in the series.
Charlie behaves strangely after an evening with his mother; Alan's date (Janeane Garofalo) reacts oddly after making love.
A bar fight lands Alan in jail; Charlie worries that Chelsea is interested in the lawyer who takes Alan's case.
When Charlie's jealousy threatens his relationship with Chelsea, he turns to Alan for help in becoming a better person; will he be able to pull it off?
Although Charlie is getting closer to Linda, he begins to see Rose's face wherever he looks.