Tom Cruise character Jerry Maguire
Cuba Gooding Jr. character Rod Tidwell
Renée 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 (Junior Agent)
Drake Bell character Jesse Remo
Eric Stoltz character Ethan Valhere
Beau Bridges character Matt Cushman
Ivana Miličević character Former Girlfriend
Lamont Johnson character Weepy Athlete
Rick Johnson character John Swenson
Katarina Witt character herself
Lucy Liu character Former girlfriend
Glenn Frey character Dennis Wilburn
Toby Huss character Steve Remo
Jann Wenner character Scully
Aries Spears character Tee Pee
Christine Cavanaugh character Mrs. Remo
Alice Marie Crowe character Alice
Tom Gallop character Ben
Nada Despotovich character Wendy
Alexandra Wentworth character Bobbi Fallon
Kelly Coffield Park character Jan
Larina Adamson character Women's Group Member
Winnie Holzman character Women's Group Member
Diana Jordan character Women's Group Member
Susan Norfleet character Women's Group Member
Susan Pingleton character Women's Group Member
Cha-Cha Sandoval character Women's Group Member
Hynden Walch character Women's Group Member
Lisa Amsterdam character Patricia Logan
Angela Goethals character Kathy Sanders
Leslie Upson character Flight Attendant
Andrea Ferrell character Woman in Elevator
Reagan Gomez-Preston character Tidwell's Cousin
Heather Cheney character Idealized Kissing Wife
Stephanie Furst character Former Girlfriend
Justina Vail Evans character Former Girlfriend
Samantha Smith character Former Girlfriend
Lisa Rotondi character Former Girlfriend
Lisa Stahl character Former Girlfriend
Emily Procter character Former Girlfriend
Amaryllis Borrego character Former Girlfriend
Stacey A. Snyder character Former Girlfriend
Laura Parker character Former Girlfriend
Lisa Ann Hadley character Former Girlfriend
Kymberly Kalil character Former Girlfriend
Rebecca Rigg character Former Girlfriend
Golde Starger character Former Girlfriend
Evelyn Fontes character Evelyn Fontes
Ki-Jana Carter character Ki-Jana Carter
Greg Bronson character Sports Agent
Luanne Crawford character Press Box Reporter
Joanna Daniels character Former Girlfriend
Jacqueline Collen character Girl
Texas Presley character Former Girlfriend
Micki Duran character Dancer
Kerry Friend character Woman at Bar
Clare Harper character Assistant
Mia Korf character Former Girlfriend
Gina La Piana character Former Girlfriend
Sascha Lorren character Tidwell's Niece
Valerie Richards character Video Girl
Summer Sanders character Summer Sanders
June Saruwatari character Reporter
Iva Franks Singer character Airplane Passenger
Carolyn Renee Smith character Airplane Passenger
Lynnanne Zager character Answering Machine (voice)
Jenny Worman character SMI Receptionist
Jerry Cantrell character Jesus of CopyMat
