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As the Major League Baseball regular season comes to an end and the New York Yankees find themselves on the outside looking in when it comes to postseason play, the conclusion of Derek Jeter’s tremendous career draws ever closer. In his latest commercial for Gatorade, the Yankee captain takes a stroll through the Bronx as Frank Sinatra’s “My Way” sets the tone for both the somber and uplifting ad. Jeter’s final regular season game is on September 28 at Fenway Park in Boston.

Words by Alec Banks
Features Editor

Alec Banks is a Los Angeles-based long-form writer with over a decade of experience covering fashion, music, sports, and culture.

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