Reggie examines the career and legacy of the Major League Baseball Hall of Fame and activist Reggie Jackson. Jackson sat down to talk about his experience of breaking barriers in Major League Baseball, starting from Birmingham, where the civil rights movement was the most intense, and then moved to Auckland during the rise of the Black Panther Party, and finally came to New York City as the player with the highest income in baseball. The documentary also includes Julius Erving, Hank Aaron and Derek Jeter.