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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.
S6, EP5 "A Jock Strap in Hell"
The guys run into Jake's former teacher (Alicia Witt) who became a stripper after a fling with Charlie; Charlie gives her a room and a job to try and help her out, but things get out of control.
S6, EP6 "It's Always Nazi Week"
When Judith kicks Herb to the curb, Alan comes knocking.
S3, EP12 "That Special Tug"
Alan's emotional breakdown after dropping Jake off for a weekend away to a friend's house sends Charlie to a therapist.
S1, EP4 "If I Can't Write My Chocolate Song, I'm Going to Take a Nap"
Alan offers to help get Charlie's cleaning lady back if Charlie can get Jake ready to go out to dinner with his mother.