The zero effort way to go would be to start out with a private wiki on tiddlyhost. If you decide you need to go further in self hosting it’s easy to do, but you might as well just get started without effort and make sure you enjoy using TW.
My only complaint with tiddlyhost is that when I switch computers it tends to log the old computer out and I have to re-log in.
Thank you so much for this, this is amazing
Most of mine I just move around with Syncthing and I use either the Firefox saving plugin (Timimi) or the iOS app Quine, to view/edit them.
One of them I host on Tiddlyhost, a tiddlywiki hosting service. https://tiddlyhost.com/
The modern Tiddlywiki, TW5, can be run as a node app instead of a single file. Like, you can decompose an existing single-file wiki into a node app, or you can save the node app as a single-file tiddlywiki, seamlessly. So you can just run the node app behind nginx. That leaves open the problem of privacy though – you could handle that through http basic auth in the nginx server. https://tiddlywiki.com/static/TiddlyWiki%2520on%2520Node.js.html
There’s also a whiz-bang super-cool thing called “TWBob” which is a webapp which can host multiple tiddlywikis and do authenticated multi-user editing (!). I’ve used it in the past where I had a wiki I needed multiple people to be able to see and edit in real time. https://github.com/OokTech/TW5-Bob
Do you know whether your tiddlywiki is tiddlywiki “classic” (as the original is now called) or tiddlywiki 5? That makes a difference, classic doesn’t have nearly as many options as 5.
Go with your instincts on trying Haiku and come back and tell us all what it’s like :)