Here's a news flash for you: we're tech fiends here at SLANT. But as they say, stay on the cutting edge and you're bound to get cut. Well, we made the decision to migrate our central office server to the latest and greatest Mac OS X Server thinking our troubles would be over. Long story short, nothing worked and for three months I've been trying to figure out why we cannot connect remotely to our VPN and work from home.
Between Comcast support, Apple Support and countless internet posts, nobody could figure out why our VPN server was not working. I have figured out the problem, which makes me the smartest man alive. I am posting the solution here for my fellow geeks and hopefully others who may be having the same issue.
If you are trying to run OS X Server with VPN services and an Aiport Base Station, you have to disable the MobileMe 'Back To My Mac' service on ALL the computers in your OS X server's network.
I found a tiny little snippet of information buried in an Apple support document that says Airport Base Stations cannot use both Back to My Mac and VPN services simultaneously. That means they will fill fight to the death over the use of your router and according to Apple, Back To My Mac will always win.
So there you have it. Turn off Back To My Mac and enjoy VPN goodness. And yes, I am the smartest man alive.