Great thread guys.
Growing up in the 1980s and a Yankees fan, the "holy grail" card for me was definitely the 1984 Donruss Mattingly RC. I remember the card was so expensive, though, that it was always out of my price range. When I got back into collecting last year, I eagerly snatched up an SGC 96 example for around $35.
Also, don't lump Tim Raines in with flameouts like Juan Samuel and Kal Daniels! Raines should be in the HOF.
Speaking of rookie card flameouts, anyone remember Ricky Jordan and Jerome Walton?
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