Gawker did bad. JD Vance was 'Hillbilly Eulegy' guy and firmly anti-Trump, going so far as to call Trump 'fascist' etc - at the same time TheIl was supporting him.
Alternative View: these are power hungry, narrow minded egoists. It's that simple. The ideology is second.
So - as long as they are in their 'CEO box' - that's fine - they should not be famous, not be giving lectures, influencing politics so much. They can make 'whatever' and want 'more equity'.
We just can't have them manage society.
If they are 'marginal figures, managing some companies' - then their ecclectic weirdness is not that bad, just intellectual diversity.
Putting CEOs in charge of society was always a bad idea.
These CEOs just 'act a bit different' than traditional CEOs or NY Banksters.
They are cringe, call them that, let them have their companies, not their influence.