In a move that could only be described as absolute youthful stupidity I once fired a good friend shortly before his wedding. It naturally ruined the friendship. It didn't hurt my job future, but man does that memory stick me, embedded in my core operating principles now. Too much faith was placed in me at that company, and unfortunately I never suffered from imposter syndrome. I thought I could do it. I couldn't.
Beyond that I have a series of minor screwups and misdirections. It's so easy to look into the past and see so many things I could have done to make things better.
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