Do we need to perform endpoint health checks?

Client: neither VPN client nor routing rules shut down on themselves. If VPN conn goes down, traffic is still contained in buffers / TUN, and reconnect attempts are made. If they are unsuccessful, error is returned, but traffic is still contained (routing rules are still applied)

Server: we already have extensive monitoring and continuous testing of VPN servers on our side, any endpoint not functioning properly excluded from server discovery.

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