Is there a downside to using Tailscale when it comes to privacy?
As in, would they be able to access your server?
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The WireGuard encryptions stops when data reaches their servers and the data is re-encrypted to be sent to the client. So, theoretically, they can look at all the data being passed through.
Read more here about TLS termination and TLS passthrough. https://blog.aiquiral.me/bypass-cgnat