Buying $109 worth of Bitcoin back in 2014. I was going to buy a year cloud mining contract, but the company (hashop) went out of business before I could. (I dodged a bullet there) I then proceeded to spend bits of it here and there (coincidentally, my second worst financial move) until I had about $70 worth left, which I put in a paper wallet and forgot about. In 2020, I was able to sell most of the Bitcoin, and bought a vehicle, which helped me get through college and made me more eligible when I met the girl who would become my wife. All this to say, I made some dumb decisions that just happened to turn out well for me. YMMV