Richard Gere as Henry

Chazz Palminteri as Babe Ruth

Cyndi Lauper as Nurse Cyndi

Luis Guzmán as Lefty Gomez

Danny Aiello as Dr. Acosta

Lucie Arnaz as Jack's Mom

Nick Swisher as Self

Paul Simon as Thurmon Munson

Joseph Gian as Jack's Dad

Reggie Jackson as Self

Austin Williams as Jack

Jason Harris as Additional Voices

Yogi Berra as Self

Michael Kay as Self

Bob Sheppard as Stadium Announcer

CC Sabathia as Self

Bernie Williams as Self

Mark Teixeira as Self

David Mantle as Mickey Mantle

Joe Girardi as Self

Nancy Newman as Nurse

Goose Gossage as Self

Kevin Long as Self

Mariano Rivera as Self

Mickey Rivers as Self

Scott Clark as Bobby Murcer

Hank Steinbrenner as George Steinbrenner

John Sterling as Self

Emily Lashendock as Baseball Fan

Curtis Granderson as Self

Serena Girardi as Little Girl on Train