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

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

When Jake tells Charlie and Alan that he often overhears Judith and Herb making out, it triggers a repressed memory for Charlie.

Charlie has second thoughts after setting Alan up with their new neighbor (guest star Brooke Shields).