I’ve a MacBook Pro with macOS X Lion on it. The Cisco VPN Client which i had doesn’t work on LION. See the explanation below why. Now a colleague of me figured out how to create a Cisco VPN connection in LION described below. If you used the Cisco VPN Client with the release 4.x. Be prepared for a change.

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The Cisco VPN Client is by default 32-bit and won’t run on Mac OS X Lion. Unless you boot your machine in 32-bit mode ( which is not really recommended ) How ever there is built-in MacOS VPN Client which is Cisco VPN Native. Below I describe how to configure this MacOS VPN Client for Cisco purposes ) First things you have to do. Go to applications and Select System Preferences. Select Network Click on the + for a new Network connection Give the Service a Name so if you have more VPN Connection you know which one you need to use.

Click on create Select the VPN Client. Fill in the information you got from your administrator. And click on Authentication Settings Fill in the Shared Secret and Group Name. Enable Show VPN Status in menu bar. ( this make it easier to connect when you close the network settings window.

) Click on Apply Look in the Menu bar if you see this logo. If you see this logo you can click to connect and the VPN connection will prompt a login for your credentials. I’ve just looked on the site of Cisco but they don’t support yet Max OS X Lion. But I doubt if they going to support it because they native client in Lion. How ever the Cisco AnyConnect client should work as written below from the release notes Lion Support ————————————————————————————————————– AnyConnect 2.5.3051 provides support for Lion OS X 10.7.Without the appropriate JAVA and Web applet, OS X users may experience CSCtq62860 or CSCto09628.

You must install JAVA and enable the appropriate Applet plug-in and web start applications using these steps: Step 1 Open the JAVA Preferences when doing Hostscan or Weblaunch with Safari on OS X 10.7. Step 2 If JAVA is not already installed, you are prompted to do so. Step 3 Check the Enable applet plug-in and Web Start applications option. ————————————————————————————————————– url. I’ts not apple they made the decision to make lion standard startup in 64bit mode which is only Intel CPU compatible. The original VPN client of Cisco is intel / ppc compatible but in the 64 bit mode the ppc software doesn’t run. So i think it’s more to Cisco if they are willing to change their vpn software to the 64 bit modes of mac os x lion.

But it’s a workaround to boot up your system in 32 bits mode and run the cisco vpn client. I haven’t test it yet. But as i read your command you working with it. I doubt that simple users will boot in 32 bit mode. I can’t destroy any thing but with the 32 bit mode you can’t use more than 4 GB of memory in the 64 bit mode you could use more than 4GB of memory. Which I have by my self 8 GB.

I found a Apple KB which tells you how to start up your system by default in 32bit mode without pressing the 3 + 2 key combination. You use the First Method 1: Startup key combination (for current startup only) If your Mac uses the 32-bit kernel by default, but supports the 64-bit kernel, you can start up using the 64-bit kernel by holding the 6 and 4 keys during startup.

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If your Mac uses the 64-bit kernel by default, you can start up with the 32-bit kernel by holding the 3 and 2 keys during startup. Your Mac will revert to the default kernel the next time you reboot it. Second Method 2: On-disk setting (persistent) To select the 64-bit kernel for the current startup disk, use the following command in Terminal: sudo systemsetup -setkernelbootarchitecture x86_64 To select the 32-bit kernel for the current startup disk, use the following command in Terminal: sudo systemsetup -setkernelbootarchitecture i386 Note: This setting is stored in the /Library/Preferences/SystemConfiguration/com.apple.Boot.plist file and will take effect every time you start up from this disk.

If you start up from a different disk, the setting on that disk, or the hardware default, will take effect. Additional Information Keys held during startup (such as 3-2 or 6-4, method 1 above) will override the setting in com.apple.Boot.plist (method 2 above).

Hello Darin, I’ve seen the same issue also that the connection lost after some certain moment of 45 to 50 minutes. But I haven’t seen in all of the configurations. For example on a Cisco IOS router I’ve seen this issue but when I connect to a Cisco ASA I haven’t the issue. I’ve to figure out how to create a Anyconnect Profile on a Cisco ASA if I found that one it would be easier probably. Because there is an Anyconnect client available from Cisco which supports Mac OS X Lion. On the question where you could find the log files ( I’ve no clue yet I looked but couldn’t find any in the /var/log/ directory.