
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.

Alan asks one of Charlie's beautiful ex-girlfriends (Jeri Ryan) on a date, but while they are out he is tormented by thoughts of her with Charlie.

Charlie tries to resist temptation when he meets the daughter of the woman he's dating and realizes they've met before.

Charlie and Mia plan their wedding despite complications on both sides of the family.

Charlie returns to his bachelor lifestyle; Alan breaks down following his second divorce.