I don't like discussing good deals on cards that I still own, but I'll tell you one that I got and that got away.
When I was 16, I found an absolutely gem mint 1957 Topps Mantle / Berra #407 Yankee Power Hitters card along with an Al Cicotte card from the same year. Bought them at a garage sale for $5.00.
Fast forward a year and I'm a big time (I thought) card dealer at a show in NJ and the Power Hitters card is booking for about $40 or so....and I sold it. Had it on the table and a guy bought it. Stupid, stupid kid.
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