Rachel might have had more than her share of admirers, but there were those that actively disliked her, too, and high school classmate Will Colbert, who was played by Brad Pitt, was one of them. Will appears as a guest at one of Monica's thanksgiving dinners and it is revealed that Will was president of the I Hate Rachel Green Club because Rachel used to bully him about his weight (via YouTube).
Screen Rant says writers managed to entice Brad Pitt, who was married to Aniston during the time, to do the cameo because he had often visited his wife on the set. The show went on to snag Pitt an Emmy nomination for Outstanding Guest Actor in a Comedy Series.
But the show wasn't memorable for all the right reasons, because it touched on a few subjects which have since been labeled insensitive.
