[anderspitman]

I'm not aware of a good solution to this currently, but it's a space I'm very interested in. The main problem is that the devices most people use these days (phones and laptops) are constantly being connected and disconnected from networks. So even if you solve the software problem and make a nice GUI program for your grandma to use which automatically handles TLS certs and tunneling, if she closes her laptop her blog goes down.

I think the way to do this may be to ship services as Android apps. Imagine something like self-hosted Google Drive that you install as an app on an old Android phone. After install you go through a quick OAuth2 flow to connect it to a subdomain and open a tunnel, and now you have 64-128GB of e2ee cloud storage. Just plug the phone in and leave it in a corner.

This concept can be applied to Nextcloud, Jellyfin, Plex, your grandma's blog, etc.

[Karrot_Kream]

Overlay networks could offer a good solution here. Today if you have software on OP's grandma's laptop that starts a Wireguard tunnel to a relay host, the laptop can have a stable IPv6 address to which you can connect to. ZeroTier and Tailscale enable this as well.

[freediver]

If persistence is not key, what is the easiest way to do this? Like if I am on a phone with grandma and want to see a local HTML page from her Mac, what do my simplest instructions for her look like?

[ohyeshedid]

Out of curiosity, what kind of content are you looking for in that HTML doc?