" The One Where Rachel Smokes " was written by Michael Curtis , making it his third writing credit of the season . It was the only episode directed by Todd Holland . Holland worked previously as a director on '' Tales from the Crypt '' , '' Felicity '' and most notably '' The Larry Sanders Show '' , where he won a Primetime Emmy Award for Outstanding Directing for a Comedy Series at the 50th Primetime Emmy Awards . Despite her character 's refusal to smoke , Jennifer Aniston at the time of filming was a frequent smoker . She publicly asserted her intention to quit in the past and even turned to hypnosis , with the help from co-star Lisa Kudrow . Joanna Gleason made her first appearance as Rachel 's boss Kim Clozzi . She would later appear in the sixth season episode " The One With Ross 's Teeth " . " The One Where Rachel Smokes " marked the final appearance of Charlie and Jack Allen as Ben Geller-Willick-Bunch , who were replaced with Cole Sprouse
50th Primetime Emmy Awards
50th Primetime Emmy Awards
The One Where Rachel Smokes