I have one VPS node that I use as a connector, where the headscale app is installed. I have this on a domain (for convenience), so think something like:

hs.mygreatplace.com

Now, when I install Tailscale client on any device (phones, tablets, Linux machines, proxmox nodes, etc.), I simply say: don't use the tailscale network for this, please route this over my own network, so you point it to hs.mygreatplace.com as a connectivity server, which is compatible to Tailscale, and that's it. It's officially supported by Tailscale, so that's great and makes it all work.

Then, when pairing for the first time, you'll get a link/code, click it and/or enter it on the hub basically (hs.mygreatplace.com) and it's paired.

That connection is up and will stay up now. So while that new device may be behind a firewall, I can always connect to it. You open Tailscale and see all your paired devices. They basically now get an additional internal ip (100.0.0.1, etc.) and you use that to ssh or connect to it.

I have a beefy Proxmox machine, and used to route many of these services out to the public internet through port mapping, but now I just leave them cut off entirely and only surface them inside of my private network. When connecting to these nodes (from iPhone, Laptops, etc.), there's zero configuration once it is set up, it auto-routes correctly and just acts like those nodes are on the internet, it's a dream.

It also automatically adds the node as a subdomain, so if you pair a proxmox node that runs grafana, and maybe has a hostname "grafana", it will show up and be always reachable as: grafana.hs.mygreatplace.com

It doesn't get much easier than that.

All that said, I HIGHLY recommend Tailscale for anyone who hasn't done much with private networking, just to try out first, and get used to it. Their free tier is very generous and I think they've got a fantastic next-to-zero-config product, truly wonderful. However, my concern was to be trapped with a $160m dollar VC-funded (US-based) company, when the inevitable rug gets pulled (as it always does, and as anyone should come to accept, if you've been on the internet for a minute).

So I was looking for alternatives, and headscale immediately worked out. Of course, Tailscale ever killing their client's ability to use your own infra will lead to a similar end result (dead end), but I am sure those things can eventually be sorted out by open source attempts and clients (which headscale has, I just haven't tried them out yet, https://headscale.net/0.25.0/about/clients/).

I had a Wireguard network before (which this essentially also is, but in a much nicer packaging), but always ran into config problems with the shared profiles and IPs and so forth, so this was just a simpler step.

Worst case, it all goes back to Wireguard.

Netbird – Open Source Zero Trust Networking