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Jeff WoolfJodi makes a great point in that contemporary sports being a speculative market. From a business standpoint I've always loved that aspect because I understand sports much better than I do the stock market, so I've been able to do pretty well with buying players when they are "cold" and selling when they are "hot".
From an investment standpoint, I would never recommend investing in contemporary autographs for the long haul. Even if Kershaw becomes the next Sandy Koufax, he's got decades ahead of him to sign tens of thousands of autographs. Thus, there will be an abundant supply of authentic autographs on him.
Kershaw does have an amazing pitch in his arsenal, but this hype seems eerily familiar to another prospect I remember from seasons past.
Anyone remember Brian Taylor? Beware!