Re: Low Self Esteem
You are completely right, the self esteem issue is usually something that they have to deal with on their own. As guys we have a tendency to try to fix things and the internal stuff that is going on with them is often not something that we can fix.
As to how to approach the higher end girls with low self esteem its all about what the goals for the interaction are. Number Close? Kiss Close? Find a girlfriend? FWB? Just see what happens?
I agree with you that too much teasing can backfire, but a little Push-Pull usually works pretty well as does showing genuine interest when you are actually in a place you can talk to her. That being said, if it's painfully obvious that she's got esteem issues when you first meet it may not even be worth your time to pursue any further (but again, depends on your goals).
My best successes with women with low self esteem have come by using an old classic...find something she's likely to be self conscious about and compliment her on it. Just make sure you don't come across like an AFC or end up puppy dogging. Dealing with them long term is rough sometimes, but definitely do able if you see something in one that you really want to pursue.
Last note then I'm off to bed (currently in Egypt for work and its 6 in the morning) I've never actually studied any guru's guides, so I can answer specific questions, but I can't always point to a particular method since I don't know all of the names until I suggest doing something and someone tells me "oh its called X"
Sorry if my post is slightly disjointed...super tired, not positive I'm making sense at this point.
Anything other than success was just practice.