On December 9, 1965, the Cincinnati Reds trade outfielder Frank Robinson to the Baltimore Orioles for pitchers Milt Pappas and Jack Baldschun and outfielder Dick Simpson.

The trade, now considered among the worst in baseball history, was defended by Cincinnati’s general manager Bill DeWitt who claimed the outfield slugger was “an old 30”, prior to the future Hall of Famer winning the American League triple crown in his first year in Baltimore. Robinson will help the O’s to American League pennants in 1966, ’69, ’70, and 1971, and World Championships in 1966 and ‘70.