One of the scariest moments for me was when I wrote a poker playing bot back in ~2005 and placed most of my months salary in its trading account before switchin

One of the scariest moments for me was when I wrote a poker playing bot back in ~2005 and placed most of my months salary in its trading account before switching it on. Even though I knew I had written money management routines, tested them, and the program did sensible funds allocation and risk-of-ruin calculations, it was still nerve wracking to think that an unnoticed coding error could have wiped out my earnings entirely. (Spoiler - it didn't, fortunately!)