None of my services are exposed to the public internet and are only accessed by myself through tailscale. One scenario, which still concerns me is “Away from home, access to none of my devices, need to use public/other computer to access files”.

Short of downloading tailscale to said computer (which I likely wouldn’t want to do/may not be possible, what would be the best way to have a backup entry way? Linode VPS with guacamole and tailscale to remote into a machine on the network? Something different entirely? Let my know what you use/would suggest

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Bootable thumb drive with a persistent OS installed and preconfigured?

I don’t make my network accessible from the internet. Anything i need remove access to i would put out on a cheap vps. If i had to do it on my home network i would use a siloed vlan with vpn access.

Maybe https://tailscale.com/blog/ssh-console/ could help - they run a tailscale client in webassembly in the browser, plus a ssh client also in webasm, so you can get ssh to the tailnet without installing anything.

Because this works over DERP it probably even works on very locked down computers behind very strict firewalls, e.g. that only allow TCP 80/443 :)

Guacamole with the totp plugin or reverse ssh with a key. The reverse ssh will get around just about any security if setup properly but guacamole is like pleasant to use and doesn’t depend on software.

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