Nice synopsis.
Max Stirner is pretty cool. And transhumanism is garbage. Looks like we agree on two things already.
I've been more anarchist leaning myself, for a little while. Not something that I ever associated to myself in the past but it's growing on me. Although I still retain a good deal of distance from the full anarchist position you seem to inhabit. I believe philosophers should stray into ideas and ideologies for fun and to explore what is there to find, make some value-judgments, incorporates everything into our philosophical world-system of thought, but otherwise avoid falling entirely into a belief or pattern of thinking. Ideology and religion are anathema to philosophy.
But that being said, of course some ideological or religious positions are less crap than others.