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VPN with Lion not working?

I can't get a connection over VPN with L2TP over IPSec. Same settings as in Snow Leopard. Is anyone able to connect with VPN?

Posted on Jul 23, 2011 7:20 AM

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61 replies

Jun 13, 2012 7:19 AM in response to blk182n7

http://www.farawaymac.com/mac-server/tutorial-setup-vpn-in-lion-server/


This is by far the worst implementation for a VPN service I have ever seen, especially in a medium to large business. You can leave Enterprise out at this point. I eventually purchased a MacMini runnig 10.7 and linked that to my OD Master as a replica. Employees can now VPN with out an issue. There is a cool tool I would HIGHLY suggest:


http://itunes.apple.com/us/app/admin-tool-vpn/id492248396?mt=12


You can create routing rules and so forth with ease!

Jun 13, 2012 1:10 PM in response to bwarncke

this may be off track for lots of you, but i was having issues connecting to a 10.6.8 served L2TP vpn with my recently upgraded 10.7 client.


it turns out that the practice of leaving the password field blank in the client VPN setup (which we did for 10.6.8 security) fails on 10.7.


pop the password into the authentication information during the VPN client setup and everything works fine.

Jun 15, 2012 9:08 AM in response to flowirin

L2TP is not the issue with 10.6 and 10.7 Server. PPTP is the issue as it needs to authenticate to the OD when the user logs in. L2TP uses a shared password that you type in and then there is a user authentication portion. I have not heard or personally had any issues with L2TP. I actually do not implement that type of VPN but each IT admin is different.

Jun 20, 2012 7:41 PM in response to bwarncke

I had the same problem. 3 out of 6 machines that we upgraded at the office worked, and 3 didn't. Tried a clean install and all sorts of other things. It turned out there was some extra crud that IPSecuritas left on our machines from back in the day that conflicts with how the Lion VPN works.


Here are the steps that fixed it for me.... hopefully it helps someone else:

  1. Download the latest IPSecuritas from here: http://www.lobotomo.com/products/IPSecuritas/
  2. Run the uninstaller
  3. Uncheck "Keep Connection Configurations"
  4. Click "uninstall"
EXPECT: you should be good to go!


VPN with Lion not working?

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