Cloudflare Tunnel + WinSCP?
Is there a tutorial how to connect through a Cloudflare tunnel?
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cloudflared access
(https://developers.cloudflare.com/cloudflare-one/connections/connect-networks/use-cases/ssh/) and are able to SSH into the host.
ProxyCommand
in your SSH config file, e.g. cloudflared access ssh --hostname cf-tunnel.example.com
ProxyCommand
at the beginning). You shouldn't need to change any other settings to make the tunnel work; just set up your authentication (username, password/SSH keys, etc.) as usual. I think the "Host name" field in the basic settings can be anything as long as it's not blank.
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