Well you have to trust that she won't hurt you and get over these feelings of insecurity and fear of being with her. Seriously, if you don't, you will mess this up and be a world of hurt. Trust is critical in a relationship.
You need to stop reading so much into the money situations and your past and seriously take a look at what you have NOW...
You are worrying over nothing. You need to find something that makes you happy about yourself. If you're not happy with yourself, you're going to project that on to her and problems will arise. So find something that makes you happy and possibly share that with her.