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Jeter from ages 24 to 27 did a pretty good facsimile of Olerud, though he didn't during his 30's. From 1998 to 2001 Jeter hit .330 with 70 walks, 35 doubles, 20 homers... in those four years, the Yankees won four pennants and three World Serieses...
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Taking a quick look at Derek Jeter vs Brad Miller, you've got a HS player vs a college player, but ... Jeter's power was nonexistent in the minors. A piddling 16 homers in 456 games! an excellent warning signal for those who don't believe that power can be the last thing to emerge.