Oscar Charleston Legacy Award

The Legacy Awards are presented annually by the Negro Leagues Baseball Museum (NLBM) to the best players, managers, and executives in each league of Major League Baseball, for on- and off-the-field achievement. The awards—for performance and achievement—are named for legendary players of Negro Leagues Baseball. The awards were first presented for the 2000 Major League Baseball season.

The first Legacy Awards—in 2000—were presented in November at the "Legacy 2000 Players’ Reunion and Awards Banquet", which was organized to honor the tenth anniversary of the opening of the museum and the eightieth anniversary of the establishment of the Negro National League. For the next nine years (2001–2009), each year's awards were presented at a banquet in January or February of the following year. In 2010, there was no banquet. Instead, the awards were presented at separate events at the museum and in various major-league ballparks through the spring of 2011. The twelfth annual awards (for 2011) were presented at an awards banquet on January 28, 2012.

In January, 2013 Negro Leagues Baseball Museum President Bob Kendrick announced that the 2013 awards banquet would be the final one held. All further awards will be presented to the 2010 awards, at various MLB ballparks or if the award winner happens to be in Kansas City with his team to play against the Royals. The logistics of off-season travel were the primary reason cited by Kendrick for the permanent change. Indeed, of all those honored for their 2012 season only the Padres Everth Cabrera, traveling from his off-season home in Nicaragua, was able to make it to Kansas City for the January 12th banquet and presentation. Previously, the proceeds from the Legacy Awards annual banquet were used for the benefit of the museum.

The Oscar Charleston Legacy Award is given annually to the "Most Valuable Players" in the National and American leagues.

The Satchel Paige Legacy Award was given annually to the best pitchers in the National and American leagues.

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