"Well, son, a funny thing about regret is That it's better to regret
something you have done Than to regret something you haven't done."
"And by the way, if you see your mom this weekend,,,"
Regrets are hard to measure - the things you didn't do are usually hypothetical and often only occur due to perfect hindsight - using information you didn't have at the time you made your choice.
Optimising for immeasurables is not a good path to success in my opinion (and I have some external measures of success in my own life, plus some failures).