Nach der 2003 American League Championship Series gegen die Yankees entschied man sich, Gradys Vertrag nicht zu verlängern, und heuerte Terry Francona an. Epstein konnte im Winter Curt Schilling als Werfer verpflichten. Es gelang ihm aber nicht, Alex Rodríguez zu verpflichten. Rodriguez galt derzeit als bester Spieler der Welt und wurde kurz darauf ironischerweise von den Yankees gekauft.

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