Sold my Sega Genesis and all of my games and used that to help me buy a N64, the N64 is probably in my top three consoles of all time so at least that but still a dumb move because I had a lot of great games, thank fuck for emulation.
Sold my PS1 including all of my games. It was when I bought my first car, I had a job at the time where I was making minimum wage but I was living at home, I didn’t even really need the money but it just helped me fix the car up quicker, selling it was a huge mistake.
Brought my Game Boy to the same job and left it in the lunchroom, would play it occasionally and let other people play it, some piece of shit who worked there brought in their broken GB and swapped it with mine and I got left with a paper weight, not only that but mine was in good condition and I had it since childhood, it was a birthday gift from my father and he played it sometimes too. I now have that broken Game Boy framed as a decorative piece on my wall in my game room, so it’s not a total loss but still.
I let one of my friends borrow a game, and I when I got it back it was scratched up.
What I learned from these are, I never get rid of consoles, never sell or trade-in games unless if I’m certain not a fan of them, never let people borrow anything unless if I really trust them.
Also, I guess this is dumb in a financial sense, but I’ve bought way too many games on a whim or just because and they are in my backlog and I will likely never get to them.