
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 attempts to cook, Alan tries to date two women at the same time, and Jake samples beer.

After taking a loan from Evelyn, Alan is guilted into double-dating with her, her new romantic interest and his daughter.

Alan is reluctant to leave Jake with Evelyn for a sleepover visit until he finds himself partying with Charlie and a busload of beautiful female volleyball players.

Alan awaits disaster as Charlie romances Alan's sweet receptionist.