Mac OS OpenVPN issue

nikolay.zhelev

Good morning fellows,

I'm new Mac user and I'm trying to migrate from Windows to Mac, but I'm stuck on my OpenVPN migration. On the Mac OS X I'm using Tunnelblick GUI, but I believe my issue is related to the OpenVPN side, therefore I'm writing in this forum.

My OpenVPN configuration is working perfectly fine on every windows PC. I'm running an OpenVPN server on a pfSense platform, configured properly. The configuration is using tap interface, UDP port and everything is in bridged mode, receiving IP addresses form my pfSense DHCP server.

However when I migrated to Mac OS X (Mavericks) the OpenVPN works randomly. By randomly I mean:

The initial OpenVPN connection is successful, the whole traffic is routed via the tunnel, no problems whatsoever, but as soon as I disconnect and reconnect again, the second connection is established, but I don't have access to the network at all. I can see that Tunnelblick has taken an IP address from my OpenVPN server, everything looks normal, but I don't have any network access, no ping, can't load any page, even if I try to type the IP address of the page there is no luck.

The strange thing is, that this happens randomly. I can't identify any pattern. When I leave my Macbook Pro for a while and then try to reconnect - the connection is successful, but as soon as I disconnect and reconnect again - no network access, despite the fact, that I have proper IP address, received via the tunnel.

I tried several different clients also - Viscosity, OpenVPN Connect Client and etc. All have the same issue. As soon as I disconnect and reconnect - no network access.

Since I spend about 2 days, trying to troubleshoot my issue I'm looking for help from you guys.

I'm quite open to any suggestions and looking forward to hearing from you!

Thank you for your time!

Regards,
Nick

Traffic

The Magic 8-Ball says ..

Magic 8-Ball wrotePlease address me in the form of a question.

debbie10t

Here at OpenVPN we do not understand why his has been posted in "Off Topic" ..

Try again in this forum after reading the forum rules.

*Locking Topic* as a permanent reminder of how NOT to ask for help.

--
Definition: Polytics (Spelling is deliberate)

Poly: Many
Tics: Blood sucking parasites
Tom Smothers.