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- Katie Holmes as Claire Montgomery
- Sarah Polley as Ronna Martin
- William Fichtner as Burke
- Desmond Askew as Simon Baines
- Scott Wolf as Adam
- Jay Mohr as Zack
- Timothy Olyphant as Todd Gaines
- Nathan Bexton as Mannie
- Tony Denman as Track Suit Guy
- Taye Diggs as Marcus
- Breckin Meyer as Tiny
- James Duval as Singh
- Melissa McCarthy as Sandra
- J.E. Freeman as Victor, Sr.
- Jimmy Shubert as Victor, Jr.
- Jane Krakowski as Irene
- Tane McClure as Holly
- Suzanne Krull as Stringy Haired Woman
- Natasha Melnick as Anorexic Girl
- Zoe Cunningham as Barbra Lee
- Robert Peters as Switterman
- Jodi Bianca Wise as Ballerina Girl
- Nikki Fritz as Noelle