I kind of get his difficulty latching onto the subject in other areas, and discuss them in that thread.
Just had a quick look through your thread. (Really interesting ACLU piece). On initial perusal his focus seems to be on a deeply held belief in/defence of free speech, and it looks like he is struggling with the cognitive dissonance between that and his support for LGBTQ+; That he can't get to grips with how a marginalised group could be working against free speech (including potentially against their own interests). A struggle I think many of us on the left have gone through- the "I've always stood for the underdog and fought for them (or been them) in any other civil rights battle; so why do I now feel like/I am bring told I'm now the oppressor?"
Someone in your thread raises a point about his possible blind spot; that he isn't able to see any if this from women's/a feminist perspective. Maybe there is even some unconscious misogyny even.
I don't know. That could explain that first tweet.
We know this 'culture war' has many, conflicted factions on each side, who wouldn't normally agree/relate in other issues.
Maybe there is something in this- that GG has resolved some of his cognitive dissonance by recognising many of the troublesome issues in the trans debate (free speech/medicalisation), but he just doesn't relate to the women's/feminist aspects. Without any understanding of that, he wouldn't be able to make a link between what the 'terfs in the UK' (including in relation to being silenced from free speech) were doing, and how what they have been doing has brought the issues di