Didn't hear about the Dorsey thing until now but it's not surprising that he left. He was the CEO but it seems like he was at odds to the direction the company was heading in. After all, the CEO doesn't say much of anything that the investors aren't already aware of. He isn't allowed to say much that they don't approve so he's probably looking, as you say, to move further into Crypto than before.
I think Bitcoin and blockchain were originally going to be a way to track and trace all humanity into oblivion and that's still certainly going to be the case somewhat but it also provides millions of very smart people a way to program things so that there can be freedom, anonymity and other important things that these crazies in power didn't quite factor into their diabolical plans. That's just my hopium, I suppose!
Further into crypto and further out of centralized control. He seems that he has been bitten by the bug and has been moving out for awhile, yet many of his "peers" think he is wrong.
The internet in general has gone a long way to enslaving us culturally, perhaps we will find a way out by rewarding each other, instead of letting them choose.