[wtbob]

> Specifically, by learning to not care about the women in question or the interactions.

Well, at least some fear of rejection is fuelled by caring too much. 'If I ask her out and she says no then she'll hate me and they'll hate me and I'll hate me and I'll want to die and I'll curl up into a ball and retreat from the world and die!'

Sometimes one does have to learn to care a little bit less, in order to get the chance start to learn how to genuinely care for the real person, not the made-up person in one's mind.