10 Worst Trades in Baseball History


Reds Send Frank Robinson Packing

On Dec. 9, 1965, the Cincinnati Reds traded Frank Robinson to the Baltimore Orioles for pitchers Milt Pappas, Jack Baldschun and outfielder Dick Simpson. Robinson made his professional debut with the Reds in 1956. Nine years later, Reds General Manager Bill DeWitt dealt Robinson believing the slugger too old. Robinson was 30. Pappas pitched for the Reds for two-and-half seasons, winning 30 games and losing 9. Baldschun and Simpson accomplished little with the Reds [source: History.com].

As for Robinson, he ultimately became a Hall of Famer. He won the Triple Crown in his first season with the Orioles. He hit the most home runs (49); batted in the most runs (122); and led the league with the best batting average (.316). Robinson also led the O's to its first World Series win over the Los Angeles Dodgers. Robinson spent six years with the Orioles, winning another World Series in 1970, this time over his former team, the Reds [source: History.com].