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OpenVPN TLS handshake fail

Posted on February 17, 2017

I followed this tutorial to setup a VPN server.

However, then I try to connect with it, it gaves a handshake failure. I tried to see with ngrep if the server was receiving any requests, and it is. So, the problem is somewhere in the client.

I guess that I messed up somewhere in following the tutorial but I don’t know where. I tried to change to TCP and to port 443 and no results.

My client config:

client dev tun proto tcp (tried UDP and TCP and same result) remote <ip> 443 resolv-retry infinite nobind persist-key persist-tun <ca> … </ca> <cert> … </cert> <key> … </key>

My server config:

port 443
proto tcp dev tun ca ca.crt cert server.crt key server.key # This file should be kept secret dh 2048.pem server 10.8.0.0 255.255.255.0 ifconfig-pool-persist ipp.txt push “redirect-gateway def1 bypass-dhcp” push “dhcp-option DNS 8.8.8.8” push “dhcp-option DNS 8.8.4.4” keepalive 10 120 comp-lzo user nobody group nogroup persist-key persist-tun status openvpn-status.log verb 3



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There is no tls-auth ta.key 0 # This file is secret line in the config file, both server and client need it, no need for “KEY DIRECTION” line

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