Yes, properly 100$ would be enough for servers.
Alternative it can properly be runned via a witness server and then you just pay a fee for the server use.

I dont know about the Kryptodenno thing. As I have also said, HW isn't perfect but we lack an alternative xD

I don't think it harms the people wanted to see his posts. Because I can shitpost all I want and someone can claim they want to see shitposts, doesn't mean I should get paid for it x)

And who decides what posts to get downvoted? Well, the people who do the downvoting is deciding that.
The issue is HW getting funded, if it was just a big account downvoting Kryptodenno, they could do it simple because they didn't like his posts.