I am an extremely humble guy and I used to feel good about that but now I'm thinking this mindset has set me up for failure around women and in social situations.

I generally don't care too much about the approval of others. I really only care about what I think. However that also means I don't feel good when I get compliments or positive attention.

I've gotten a fair share of compliments especially for my looks and I've also had multiple women show interest in me but for some reason that hasn't increased my confidence one bit. I still feel like a nobody.

Has anyone had a similar experience and found a way to become more confident or arrogant from positive experiences or achievements?