Phoebe takes a temporary job as Chandler’s secretary and discovers that his employees don't like him. They even have an impression of him where they exaggerate his "could I be any more..." speech patterns.
(Season 1, Episode 22) is one of the more "cringe-worthy" episodes of Friends , mainly due to the central plot involving Monica dating a younger man . The Main Plot: Monica and "Young" Ethan [S1E22] The One With The Ick Factor
Interestingly, actor Stan Kirsch (Ethan) was actually 27 at the time—a year older than Jennifer Aniston—while Courteney Cox was 31. Subplots & Key Moments Phoebe takes a temporary job as Chandler’s secretary