7. Cincinnati Royals trade Oscar Robertson
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When the Cincinnati Royals traded Oscar Robertson to the Milwaukee Bucks, he was already 31 years old and the Royals wanted to get something in exchange for the aging star before it was too late.
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While he would only play four more years in the NBA, Robertson helped the Bucks win the NBA championship in 1971. Charlie Paulk and Flynn Robinson, the players the Royals received in the deal, were complete non-factors for the team — making this one of the worst NBA deals in history.
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