Db0, of the Division by Zero blog, has written an interesting entry about the way people’s political ideas change, positing that both sides of the divide lack something important, and that libertarian socialism is the natural place for freethinkers to end up on.
It is no wonder then that the more someone experiences, the more they start to notice all the aspects of our current existence which limit those expressions and if this is coupled with thinking freely about them, that is, when someone does not have any irrational beliefs which would prevent them from looking at and judging the underlying causes, (eg “Goddidit”) then it is only natural that the truth will be found and lead to some uncomfortable conclusions about all the things we’ve considered normal until now.
This is by no means an easy process and can be as difficult as a deconversion if one is to start from a point of heavy indoctrination. As such, it is a gradual progression, with people slowly discovering the puzzle pieces which just don’t seem to fit right, no matter how you turn them and then discarding them, only to discover that a whole chunk of the puzzle has now become disconnected and can be discarded as well.
From what I’ve observed, it seems that there are generally two paths towards Libertarian Socialism, one from Socialism and one from Libertarianism and which one people start walking depends on their upbringing and general circumstances and experiences. But in broad strokes, I would say that we can talk about two types of human personality which are more susceptible to either pull: Empathetic – which is positive towards Socialism and Individualist which prioritizes Libertarianism. Why? Because the personality one has will define which difficult questions the freethinker will choose to investigate first.