Mine is probably failing to get on a benzo script, following a severe nervous breakdown, when I believe that benzos were probably still available on repeat prescription in the early 90s*, when I was at Uni. My social anxiety was off the scale during that period, and I really desperately needed something to chill my brain out. (*A friend of mine who suffered panic attacks got prescribed diazepam on repeat prescription at that time.)
Without intending to sound conceited, it was quite clear that a number of female students were attracted to me at that time. But my anxiety always caused me to flee, or fail to act, when some really attractive females were giving me very clear signals that they wanted to engage or initiate something.
I think if I'd have had my anxiety under control, I could have taken much more advantage of many of the potential opportunities for one night stands, or something more long term.
I'd possibly have left Uni, with what turned out to be a useless degree, but maybe and much more importantly, a suitable or compatible partner, maybe even a partner for life. Given that there were thousands of young, free, and single women all around, with many of them looking for similar things. Things are so completely opposite today, and I can't deny that I deeply regret not acting on the signals from females that I found attractive and with good personalities at that time.
I definitely would not have 'played the right moves' in every case, even with benzos, but I probably would have at least tried to engage much more, and even though I'd definitely have dropped loads of clangers, and resultant failures, I'd have learnt from every clanger I'd inevitably have made, and probably would have had much more success over time.
I have no idea if ADHD scripts were also a thing back then, but that would certainly have helped too.
Being aware that I had AuDHD would also have been a huge benefit.
But it wasn't until the latest DSM that it was even considered possible to have both conditions. It was one or the other, never both. AuDHD was not even considered possible until maybe 5 to 10 years ago, when the latest DSM was published. And some people wonder why AuDHD diagnosis rates have shot up over recent years

. Mostly so called journalists and politicians, who have no real idea about the subject, it seems to me.