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• Crowning Music of Awesome: Elliott Smith's "Miss Misery"
  • Similarly his performance of the song at the Oscars, just before it inevitably lost to "My Heart Will Go On"
  • Also features "Afternoon Delight" well before it was hip or ironic.
• Jerkass Woobie: Will.
• Narm: The scene where Chuckie poses as Will in the meeting. The rest of the movie had its humorous moments, but this felt like something out of American Pie.
  • Big Lipped Alligator Moment?
• He Really Can Act: Ben Affleck, a retroactive example. Although he would go on to be known for schlock like Gigli and Pearl Harbor, his Dare to Be Badass speech is one of the most bitter, poignant moments of the film.
  • Applies for Robin Williams acting in a serious role as well.
• Tear Jerker: "Its not Your Fault"
• Tom Hanks Syndrome: Robin Williams won Best Supporting Actor for his role. However, he didn't abandon comedic roles completely after this, despite his success.