When you're worth billions, it's easy to see how correct you were about business (or just assume you were correct, whether it was luck, inheritance, or whatever). And weirdly, the people in your life tend to agree with you about everything else outside of business (because they want access to that billionaire lifestyle, or are also so disconnected from average life that they naturally share your views already). You never hear a dissenting opinion, unless it's from some weirdo on the internet who is plainly just jealous of your wealth.
Jesters need to be a thing again. Somebody that follows around the wealthy and powerful and just absolutely blasts their bullshit every chance they get. Someone to say 'no' when all of the hangers-on say nothing but 'yes'.
Ask yourself honestly if you are still as optimistic about technology and the intellectual freedom (and chaos, "unfettered conversations") as you may have been in the past. I have asked many friends this and the answer is "no".
What is "technological progress"? And how does right-leaning politics support it?
What do you mean by "unfettered conversations"?