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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, EP16 "Young People Have Phlegm Too"
A more mature woman helps rebuild Charlie's ego after he becomes insecure about his age.
S2, EP9 "Yes, Monsignor"
Charlie bumps into an old flame he once thought would be Mrs. Right (Denise Richards) and is pleased to learn her marriage did not work out.
S4, EP17 "I Merely Slept With a Commie"
Evelyn makes Charlie and Alan regret saying that she will not have any mourners at her funeral.
S2, EP10 "The Salmon Under My Sweater"
Charlie is tasked with writing a theme song to one of Jake's favorite comics; things heat up between Alan and Rose.
