Well, I would actually like to go to Linux, so that is a possibility. My site currently is currently composed of aspx pages and uses a small amount of the .net functionality. But I could probably port it fairly easily to Flask/Linux and self host. That’s something I’ve wanted to do anyway. I get around 210k page views per month so that would put me in the $300/month category and I’m really not making that much off of the site.
So one last question: you said it could be self-hosted for $10/month? What is that $10/month for out of curiosity? You just mean to pay a hosting provider or what? If so, I already have my own dedicated server with one of the bigger hosting companies, so I’m good to go there.