I actually think Tailscale may be an even bigger deal here than sysadmin help from Claude Code at al.
The biggest reason I had not to run a home server was security: I'm worried that I might fall behind on updates and end up compromised.
Tailscale dramatically reduces this risk, because I can so easily configure it so my own devices can talk to my home server from anywhere in the world without the risk of exposing any ports on it directly to the internet.
Being able to hit my home server directly from my iPhone via a tailnet no matter where in the world my iPhone might be is really cool.
Now I have tailscale on an old Kindle downloading epubs from a server running Copyparty. Its great!
I could send a one page bullet point list of instructions to people with very modest computer literacy and they would be up and running in under an hour on all of their devices with Plex in and outside of their network. From that point forward it’s basically like having your own Netflix.