What happened was, I asked her out and said I loved her and said I’d always be there for her and help her out in any way (especially since I could afford it financially as I made 75k back then).
I also said I love her and the fact that she still chose to be in my life despite all that occurred, and I offered to be in hers the same way no matter what. I explained I spent 2 years going back to school to get a better job and afford a better place so that I could financially afford to spend more time with her.
I then said I was completely inexperienced with relationships, which is what caused her to reject me.
If a man told me, before I had even agreed to date him, that he loved me, would always be there for me and went back to school to earn more money because of me then I wouldn't be flattered, I would feel smothered and creeped out.
And I can imagine in that situation saying that his lack of relationship experience was the issue rather than his intense, overwhelming and offputting approach to asking me out.
People meet, get on naturally, have a laugh, discover in a relaxed and easy way that they get on well and enjoy each others company. The next date is lined up as the last one was so fun, things progress organically. That's how it's meant to go.
You seem to think that if you tick certain boxes then it's insane someone wouldn't want to go out with you. I know lots of nice blokes with good jobs who I don't fancy. I'm sure they feel the same about me. Chemistry, natural chemistry, can't be forced. And it's something that is a must for many people. Men and women alike.