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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.
S3, EP18 "The Spit-Covered Cobbler"
Alan gets into financial trouble because he keeps paying the expenses of his young girlfriend, Kandi.
S3, EP21 "And the Plot Moistens"
Alan finds that he has more in common with Jake's teacher than with Kandi; Charlie helps Jake prepare a song for his audition for the school musical.
S7, EP17 "I Found Your Mustache"
Charlie and Chelsea get together for one night, despite having ended their relationship; Charlie struggles to accept it as a one time thing.
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.