
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.

After Alan falls off the roof, Charlie volunteers to watch Jake for the weekend.

When Judith kicks Herb to the curb, Alan comes knocking.

Charlie meets his match when he falls for a woman who is better at playing hard to get than he is.

Charlie behaves strangely after an evening with his mother; Alan's date (Janeane Garofalo) reacts oddly after making love.