Selfhosted
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Just throwing this out there: Are you using a separate VPN for your PC? For instance, my PC has a commercial VPN and Tailscale. Talescale connects me to the remote server for ssh/sftp etc, while my VPN connects to everything else. I had to do some tinkering to get them to both work simultaneously. Without the tinkering, Tailscale would not connect to the server.
If you are just using Tailscale with no other VPN then disregard this, and take the advice form others here.
I have a commercial VPN, but I am not connected. What tinkering did you have to do?
My commercial VPN has a VPN kill switch and an Advanced Kill switch in case the regular kill switch wasn't enough....lol. Unchecking both of those allowed Tailscale to connect to my remote server for ssh/sftp/administration, while the commercial VPN covers everything else. The only thing I guess you need to keep in mind is to engage the Kill Switch when downloading your Linux ISOs. Do a leak test beforehand.