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?

WasPentalive
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2Y

Thanks!

Will I be able to just launch Tailscale as a part of my normal startup? Can Tailscale start ‘invisibly’ that is without any interaction from me as I turn on and login?

@[email protected]
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12Y

I think so? I don’t use it on windows so I don’t know how it works there. All other places I used it you can set it up as a daemon or as a startup app.

WasPentalive
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22Y

Good - my daily driver workstation is an i7 laptop running Kubuntu (auto correct wants me to run base Ubuntu ).

Shurimal
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12Y

Yes, Tailscale starts up with Windows and doesn’t require any interaction.

One caveat, DLNA/casting/KDE Connect don’t work when Tailscale is active. Seems to be a limitation with multicasting not playing well with VPN-s in general.

@[email protected]
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12Y

Yes, it has a start up service in windows and linux. I can tell you the android app doesn’t start automatically, you need to access it each time you restart your device. I don’t know for iOS.

WasPentalive
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12Y

Cool - I probably won’t be using it on my Android phone. I keep it regularly copied to my workstation.

@[email protected]
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2Y

Same for iOS with the added pain that iOS will kill the background process if you don’t open it back up from time to time.

Edit: spelling

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