[anon2020dot00]

Interesting question, and it really boils down to "given what you know now, what would you have done differently in the past?"

Most regrets stem from poor information or prediction capability such as the story of the one that went into game development during college instead of a better course or the one that didn't focus on programming until late in life.

I think the biggest regrets doesn't come from lack of prediction or information but just from the lack of willingness to take risks.

Life is finite and so whether we take risks or not, we all end-up in the same place; but to those who took risks and it paid-off, the journey is much more pleasant and the reckoning at the end is much more fruitful.

Of course this is just a platitude and isn't really that helpful, since there are a lot of risk-takers that just end-up dead or worse-off.

But the idea is that a person can't win by not taking risks since we're all dead anyways and so maybe a calculated risk is the answer.