- Tammy Blanchard - Elizabeth Hatteberg
- Jack McGee - John Poloni
- Vyto Ruginis - Pittaro
- Nick Searcy - Matt Keough
- Glenn Morshower - Ron Hopkins
- Casey Bond - Chad Bradford
- Kerris Dorsey - Casey Beane
- Arliss Howard - John Henry
- Reed Thompson - Young Billy
- James Shanklin - Billy's Dad
- Diane Behrens - Billy's Mom
- Takayo Fischer - Suzanne - Billy's Secretary
- Gerardo Celasco - Carlos Peña
- Artie Harris - Scout Artie
- Ken Rudulph - Reporter
- Lisa Guerrero - Reporter
- Joe Satriani - Self
- Simon James - Voos
- Bob Costas - Sports Announcer (voice)
- Tim McCarver - Sports Announcer (voice)
- Eddie Frierson - Call-In Radio Host (voice)
- John Brantley Cole - Young Jongewaard
- Keith Middlebrook - Coach Parker
- Gary 'G. Thang' Johnson - Jermaine Dye
- Ari Zagaris - Jim Mercir
- Julie Wagner - Clubhouse Reporter
- Ken Colquitt - Clubhouse Reporter
- Eric Winzenried - PR Guy
- Jack Knight - Umpire - 1984
- Joyce Guy - Flight Attendant
- Derek Jeter - Himself (archive footage)
- Scott Robertson
- Bennett Miller
- Brian A. Alexander
- Aaron Sorkin
- Michael Lewis
- Francine Maisler
- Brad Pitt
- Rachael Horovitz
- Carolyn Pickman
- Sidney Kimmel
- Michael De Luca
- Rob Simonsen
- Thomas Milano
- Knox White
- Paul Stula
- David Giammarco
- Wendy Hoffmann
Capítulo disponible en las siguientes plataformas:
