Presuming he doesn't meet a premature end, Jeter will sign hundreds of thousands -- maybe a million -- more autographs in his lifetime. Adjusted for inflation, he'll be a $100 autograph after he retires and is no longer the "hot" current player.
If Mr. Steiner lets him. Does he own Jeter yet or just the 3,000 hit material? He my sign him for life, he maybe the last Yankee cash cow we see in our lives.
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