What stops me is security. I simply do not know enough about securing a self-hosted site on real hardware in my home and despite actively continuing to learn, it seems like the more I learn about it, the more questions I have. My identity is fairly public at this point, so if I say the wrong thing to the wrong person on HN or whatever, do I need to worry about someone much smarter than me setting up camp on my home network and ruining my life? That may sound really stupid to many of you, but this is the type of anxiety that stops the under-informed from trying stuff like this and turning to services like Akamai/Linode or DO that make things fairly painless in terms of setup, monitoring and protection.
That said, I'm 110% open to reading/watching any resources people have that help teach newbies how to protect their assets when self-hosting.