I have a laptop and a desktop-based-server on a 192.168.1.x segment on my network. I want to setup Tailscale between them.

Will it be bad if Tailscale connects while my laptop is local, on 192.168.1.x network?

Can I make it automatically connect via Tailscale when away and via the local network when home?

How can I best test the Tailscale network while I am at home?

I quickly tested it with an FTP server set up to a read only folder with a single dummy file. You could put a big file so you can check the speed, at home it will use the full speed, while away it’ll use the cap of your ISP tier.

If you want a more complicated set up I recommend you setting up PiHole and configure magicDNS, this way you can check the difference of getting ads in some sites vs PiHole blocking them.

As @pacology@lemmy.world mentioned, tailscale automatically routes traffic through the shortest route, so at home it’ll connect devices directly, this way you only point to your tailscale ip and forget about the 192.x addresses.

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