MEET THE CAST
JOEY SCHMIDT
SHELLY HOLDEN
BILLY CANE
FRANCIS BILLUPS
The star player of the Midtown Lions and Skylar’s toughest competition on the diamond.
Herbert’s overworked and underpaid assistant and campaign manager.
MICHAEL FOREST
JANINE FOREST
Skylar’s father and her #1 fan who is obsessed with Will Rogers.
Skylar’s mother and Mathilda’s daughter.
RUTH WILSON
UMPIRE
A Tulsa Public Schools Board Member who pushes back against Herbert’s shady agenda.
The umpire in the championship game against the Lions, played by Will to Win author Jim Stovall!
The head coach of the Rogers High girls soccer team who tries to recruit Skylar.
SOCCER COACH
WILEY POST
A famous American aviator and the first pilot to fly solo around the world.
A baseball fan who takes his excitement a little too far, played by the movie’s director, Sean McNamara!
ANGRY FAN
DREAM PLAYER
A 1930’s-era baseball player who is skeptical of Skylar’s pitching abilities.
A Rogers High student determined to ask her crush to the spring dance.
ALISON JACKSON
SYDNEY SIMMONS
A Rogers High student who takes part in a unique tradition.
Skylar’s frenemy and girlfriend to Joey, Shelly discovers that there’s more than meets the eye to the new girl at school.
Skylar’s teammate and Herbert’s son, Joey is a talented pitcher with a secret knack for art.
The empathetic judge presiding over Skylar’s case who rules that she must live with Mathilda in Tulsa.
The no-nonsense caseworker assigned to Skylar upon her relocation to Tulsa.
JENNY HARRISON
JUDGE WISEMAN
One of Herbert’s biggest campaign donors who pushes for Skylar’s removal from the baseball team.
Great-granddaughter of Will Rogers, Jennifer educates Skylar about Will’s life.
HERSELF
WILLIAM KOSLOW
A sports reporter who follows the Ropers’ historic season with Skylar as their pitcher.
TV REPORTER
TV REPORTER
A sports reporter who covers Skylar’s run as the Ropers’ first female pitcher.