- Tom Cruise Character (Jerry Maguire)
- Cuba Gooding Jr. Character (Rod Tidwell)
- Rene Zellweger Character (Dorothy Boyd)
- Kelly Preston Character (Avery Bishop)
- Alison Armitage Character (Former Girlfriend)
- Jonathan Lipnicki Character (Ray Boyd)
- Jerry O'Connell Character (Frank Cushman)
- Jay Mohr Character (Bob Sugar)
- Bonnie Hunt Character (Laurel Boyd)
- Regina King Character (Marcee Tidwell)
- Todd Louiso Character (Chad the Nanny)
- Mark Pellington Character (Bill Dooler)
- Jeremy Suarez Character (Tyson Tidwell)
- Jared Jussim Character (Dicky Fox)
- Benjamin Kimball Smith Character (Keith Cushman)
- Ingrid Beer Character (Anne-Louise)
- Donal Logue Character (Rick)
- Drake Bell Character (Jesse Remo)
- Eric Stoltz Character (Ethan Valhere)
- Beau Bridges Character (Matt Cushman)
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