How to Detach Your Present Self From Your Past Self

In order to get there to this place of confident humility, we need to modify our attachments. How do we do that? I think it's hard. Honestly, I'm not sure I know. I have some hunches, hypotheses waiting to be tested. My old self doesn't reflect on my current self completely. It's a shadow. The other way is that he wasn't yet prepared to take on this problem. And I'm glad that I'm a little wiser now and I'm going to try to avoid some of the mistakes that he made.