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J.D. befriends the son (Matthew Perry) of a noted singer who refuses to donate a kidney to his dying father; Carla and Jordan teach Elliot to use her sexuality to her advantage.
J.D. tries to break up with Neena, as she represents Mr. Corman in his lawsuit against Turk; Elliot pretends to be a male doctor to avoid issues with a sexist patient who's a member of the board.
J.D. and Cox have to deal with a manipulative malpractice lawyer, Neena Broderick (Julianna Margulies); Turk tries to avoid a hypochondriac patient Harvery (Richard Kind); Elliot steers Doug on a new path.
J.D. is about to sleep with Molly, but needs Elliot's permission first; Cox has to fulfill his community service hours by working an ambulance with non-stop talker Denise (Molly Shannon).
J.D. tries to get over the romance between Elliot and his brother Dan (Tom Cavanagh), who is still staying with him after their father's death.
Dan (Tom Cavanagh) comes to visit J.D. to tell him their father died; Cox has problems helping J.D. cope; Turk has symptoms of diabetes but refuses to go to a doctor and Molly uses psychology to convince him.
In an episode narrated by Elliot she begins to doubt Molly being the best mentor when she finds out her boyfriend is a convicted felon.
J.D. has Dr. Cox give the new residents a pep talk, Elliot argues with Molly over whether to give an ex-drug addict patient a new heat valve; Carla tries to clean Rowdy and loses him.
J.D. gets annoyed at the Janitor for spreading his title as "Chi-chief" and Elliot the Chief; Dr. Cox and Jordan fight when they find out their previous divorce was never official.
J.D. and Elliot are named the co-chief residents by Dr. Cox; Turk and Dr. Cox have to remove a light bulb from a patient's rectum and call upon the Janitor for help.