I have my own story for Conker 64.... managed to snag it well outside of the "golden days", probably around 2018? A reseller was selling someone else's games that day, think it was a lot with system and other games, I forget how much. I just wanted the Conker, the guy knew nothing about it. So I made a sort of generous offer of $20, to try and coax him into the sale. He thought about it for a minute, then accepted. At the time I think it was going for about $80 / 90. I bet the owner of that stuff wasn't too happy with him.
I found the Live & Reloaded Xbox version a few years prior at a pawn shop I used to frequent. All of a sudden one day there were some unexpected Xbox games on the shelf and bam, there was Live & Reloaded; a very clean and complete copy, with a $5 catch-all price tag. Good times.