That's a very good point.

Just lately I've been thinking about the psychology of the whole thing too and how can I better communicate with people at that stage (statist mindset) while introducing them to Bitcoin or more transparent/meritocratic/entrepreneurial ideals.

My conclusion is that one simply can't change that mindset. In other words, I can't turn people that think like that into libertarians, etc. That's simply impossible. Meaning, it has to be with everything but attacking the existence of the State itself. 

In other words, if we are to steer this kind of people "our" way, just maintaining a connection at a personal level with them is already everything. Just keep being connected at a personal level with whatever that person is doing. We need to find something that people like that we also do and connect with that.

The rest would come.

In other words, the Overton window needs to be very small because the distance between cultures is incredibly large. And thus, anything can work (or nothing can), etc.

Just being connected is already everything. The medium is the message in this case.