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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.
S4, EP1 "Working for Caligula"
Charlie returns to his bachelor lifestyle; Alan breaks down following his second divorce.
S1, EP18 "An Old Flame With a New Wick"
Charlie is stunned to learn his ex-girlfriend is now a man (Chris O'Donnell).
S4, EP2 "Who's Vod Kanockers?"
Charlie tells Alan the truth about his breakup with Mia; a famous neighbor (Steven Tyler) causes trouble.
S1, EP19 "I Remember the Coatroom, I Just Don't Remember You"
Judith's sister, Liz (guest star Teri Hatcher), hits on Alan at Jake's birthday party; Evelyn prefers alcohol to cake.