My best and worst decisions are forever paired with this Grover Alexander signed baseball. The ball also featured Babe Didrickson and was signed at a House of David game sometime in the 30s.
I saw on eBay. The auction had an extremely blurry photo but I thought I could make out Alexander on the sweetspot. The description offered no information other than the ball had belonged to the seller's family for quite some time but they didn't know whose signature was on it.
I paid $80. When I got it, I knew I was right about my feeling. I then sold it for $2,000 and have regretted it ever since: