The Captain

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Randy Wilkins

Director

Derek Jeter

Self

Brian Cashman

Self

Sharlee Jeter

Self - Derek's Sister

Buster Olney

Self

Harold Reynolds

Self

Jorge Posada

Self

Michael Kay

Self - Yankees Radio Announcer

Reggie Jackson

Self

Jadakiss

Self

Tom Verducci

Self - Sports Illustrated Baseball Writer

Bernie Williams

Self

Charles Jeter

Self - Derek's Father

Wallace Matthews

Self - Sportswriter

Suzyn Waldman

Self - Yankees Radio Commentator

Gerald Williams

Self

Sweeny Murti

Self - Yankees Beat Reporter

Jack Curry

Self - Yankees Beat Reporter

Dorothy Jeter

Self

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