I passed on a PSA 4 1951 Bowman Mickey Mantle that was being sold here on the board, not too long before Covid, as I thought I couldn't justify the purchase at the time (funds were tight). The Covid runup on all things vintage, killed me. Will eventually be able to afford one, abeit in a lower grade.
I went back and fourth on buying some modern cards, namely Ohtani rookies when he was having the down season, hindsight is 20/20 but I could have made a pretty penny off of them. More of a regret than a mistake though.
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