For a: - "I should have done X" (regret because X wasn't followed) there are probably as many: - "I should not have done X" (regret because X was followed and made things shit) Even the "should not have worked as hard" would be most likely balanced with others saying: "should not have been as slack or loose at work, and did something important, made some legacy" In the end, nothing really matters, and the perspective…
I find it is happening among some women I know who chose to stay at home and now, as the kids are getting older, are thinking about what they could have been. It's a harder choice than people realize.
I had a friend who said her tombstone would read "She had potential".