I have two lists of six favorites (keeping up with the OP).
My first six cards are from today's perspective. The second six cards are from my childhood (none are the actual cards from my childhood, just ones I picked up off of ebay).
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1985 Topps McGwire was the first single card I ever bought. Ironically, when I bought one in 1987 I paid $20 & the graded example I own today I paid around half of that.
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I once pulled a Canseco from a Wax Pack in 1988 & turned down $100 cash from the dealer whose pack I just bought for $5.
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My parents bought me a box of Upper Deck in 1990 and I was allowed to open one pack each morning in December. One day before school I pulled an Auto Reggie Jackson. I ended up trading it to a local dealer for $300 or $500 worth of anything in his store. I would love to know the per pack odds of getting this card since they must have made hundreds of thousands of packs (or more!) and only 2500 Reggie's.
6.
I just had to include the card below as it is one of my favorite modern cards.
