@tk I'm moving all my work and personal data to self hosting and am really happy with how it's going. It seems to me that there are more tools to make it easier -- and more reasons to self host -- than ever before.
I don't find dealing w/ it cumbersome, and don't burn a lot of time on maintenance, but infrastructure and devops are my core skill-sets.
That said, to each their own. The nice thing is that there are many options for those who do, and for those who don't, want to host themselves 🙂