Ask HN: Interactive VR training for your worst career moments

So as usual I cannot sleep because some of my cringe-worthiest career-wrecking moments are playing in my head. Things like my boss handing my a copy of his CV as I left for a new position - and me giving it back because I thought he would be competition at the new place ... Now reading advice on how to handle such moments is almost always useless - but experiencing them will probably help the lesson sink in. So imagine we are pitching our new startup "VR training for career moments" and if you were defining the syllabus for a twenty-something coder, what inter-personal disasters would you script for the VR trainer ? In other words, what is keeping you up at night :-)