It's interesting, the sort of things each of us thinks worthy of regret. I'm older, I'm sure, than many people who will read this blog, but I never regret a path not taken. My only regrets are for things I can't change that hurt other people. The way I deal with this is to make sure, in the future, I don't repeat the mistake. I try to be more conscious of how my actions affect others. I know, whatever I do, it will matter to me someday.
A good blog. A thoughtful blog. I like your uncle, and the respect you show him.