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If a remote host connected to a server via VPN is not able to ping the server, how'd you determine if the issue is with VPN at "server side" or VPN at "client side"?

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Capture packets on the TUN interface - what goes in comes out on the other side. If a packet does enter the tunnel but doesn't reach the destination, the far side is the problem.

To analyze all possible problems you likely need to capture on both sides.

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