Yes. He is one of the best players if this generation. His stats are higher than Cal Ripken Jr., the closest position player to a unanimous decision. He also helped the city of New York through 9/11. There is no question that Derek Jeter will be a first ballot hall of famer.
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Not at the present time, since he is still an active player. Upon retirement a player has to wait 5 years before being placed on the Hall of Fame ballot. Derek should be a Hall of Fame candidate upon his retirement.
Derek Jeter's contract is up at the end of the 2010 season. There is no reason to believe that he will not get an extension and retire as a New York Yankee.