Directed by:
- Erik Skjoldbjærg
- Elizabeth Wurtzel
- Galt Niederhoffer
- Frank Deasy
- Larry Gross
- Christina Ricci ... Elizabeth
- Jason Biggs ... Rafe
- Anne Heche ... Dr. Sterling
- Michelle Williams ... Ruby
- Jonathan Rhys Meyers ... Noah
- Jessica Lange ... Mrs. Wurtzel
- Jesse Moss ... Sam
- Nicholas Campbell ... Donald
- Zoe Miller ... Elizabeth at 12
- Sheila Paterson ... Grandmother
- Rob Freeman ... Mister Cool
- Nicole Parker ... Waitress
- Frida Betrani ... Julia
- Klodyne Rodney ... Nurse
- Ian Tracey ... Rolling Stone Editor
- Wendy Noel ... Mrs. Edelman
- Bill Marchant ... Lecturer
- Tom Kent ... Lecturer
- Christine Anton ... Mrs. Stevenson
- Cindy Lentol ... Sheryl
- Paula Plum ... Geeky Mom
- Paul Hoover ... Geeky Dad
- Tammy Bentz ... Announcer
- Emily Perkins ... Ellen
- Maddy Capozzi ... Amy
- Claude De Martino ... Grandfather
- Charles Andre ... Mugger
- Mike Mitchell ... Purse Snatcher
- Brad Swaile ... Student
- Charles Siegel ... Dr. Isaacs
- Lou Reed ... Lou Reed
- Raahul Singh ... Khalil
- Chiara Zanni ... Ruby's Roommate
- Stephen Basilone ... Warren
- Jack Fleischer ... Harvard Student
- Colby Johannson ... Frat Guy
- Alma Martinez ... Professor
- Josh Mead ... Frat Guy
- Todd Poudrier ... Law Student
- Jennifer Rappo ... Student
- Ronald Reagan ... Himself (archive footage)
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