openvpn error private key password verification failed

DarkKnight

Hello

I have tried everything I know to get openvpn to work. I have server running fine. I was able to generate the ca, cert and key files using easyrsa bundle with release version 2.3.1.4.I601. When I try and connect to the server in the GUI window on the client I get the error openvpn error private key password verification failed. I have generate the ca, cert and key at least 1000 times, I have even did openssl req -in \mykeyfile.key -out mykeyfile to remove the passphase from the file. Nothing I attempt works. Here is the strange part, I can RDP to the server and with the same ca, cert and key file connect to the openvpn service on the box and it never asks me for a password nor does it throw the openvpn error private key password verification failed only happens with the client.

I am running Windows 2008R2 is a Vwmare virtual machine and the client is a Lenovo T500 with Windows 7 Ultimate. Network is a simple network setup, a Netgear WNR3500l router and a standard TData 24 port Gigabit switch. All device are hardwired and the ESX host has a single nic and the virtual machine (Windows 2008R2) uses that nic, the Lenovo T 500 uses the docking station nic.

I on the same subnet 192.168.x.x, the config will hand out the address of 172.8.x.x, that should not conflict with anything on my network. But it does not seem to be there because from the server itself everything works, just cannot get the clients to work I cannot get pass the openvpn error private key password verification failed no matter what I do. I have tired easyrsa RC3.01, I have install openssl 1.01j, k, l .... nothing works to get rid of this stupid error, and I have tried the -nopass and the -nopassphase option (those throw errors when used with easyrsa) thru openssl. I am trully frustrated. I have tried to generate the key thru openssl solely and I still get the same error and the error only happen on the client, the same key file work fine on the server.

I have spent 4 days on this issue can someone please help. :evil: :evil: :evil: :evil:

DarkKnight

Okay I have sort of resolved my issue. I just un-installed the 64 bit version and installed the i686 version (32-bit) added my config and keys and it all works now. So it must be a bug with the 64 bit version as I have tried this on 3 machine, the the 64 bit version I always get the "error private key password verification failed" the 32 bit version work on all machine, Lenovo T500 - Windows 7 64 bit, HP-DV5 - Windows 7 64 bit, Dell Optiplex GX260 Windows 7 32 bit.

ThatPerson

Glad to hear you fixed it 🙂

TinCanTech

From what I can tell of this, you need either:

--askpass
See --askpass in The Manual v23x ..

OR
Use "nopass" option when creating your PKI.

I find it very unlikely that 32 vs 64 bit will make any difference ..
But as usual, we have No Configs or Logs with which to diagnose the problem :roll:

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