Public Knowledge Base Solution 150170
How to Download and Configure Cisco AnyConnect Virtual Private Networking (VPN) Client for Macintosh
Entered on 09/13/2013 at 13:30:20 EDT (GMT-0400)


The following steps will guide you through the brief process of downloading and installing the Cisco VPN client for Macintosh OS X 10.6 and later.


NOTE - Mountain Lion OS X 10.8 Users: Mountain Lion users must enable a setting within their Security settings before proceeding with the outlined steps. If you have an earlier version of OS X please go directly to the Cisco VPN Installation steps below.


Downloading the Cisco Anyconnect VPN Client


1. To download the VPN Client, first direct your browser to TERPware at


2. Log in to TERPware by clicking on Log In on the navigational bar at the top of the window.  Log in using your University of Maryland Directory ID and Password.


3. On the left side of the screen under the Software menu, click the Network link.  Under the Network software menu, click on Virtual Private Networking (VPN) client software.


4. Under Downloads, click the VPN Client file link.  Your download will begin.


5Open System Preferences and click on the Security & Privacy icon.


6. Click on the lock icon that is in the lower left-hand corner. You will be required to enter the username and password for your computer. 


7. Under Allow applications downloaded from, select the anywhere option.


8. Click on the Allow From Anywhere button on the new window that pops up. 


9. Close the Security & Privacy system preference window.


Cisco VPN Installation Steps


1. Double-click on the downloaded file to mount the image, if it's not already mounted. 


2. Double-click the AnyConnect icon.  


3. If you get a prompt like the one below, click Continue.

Can the software be installed

4. The Install AnyConnect Secure Mobility Client welcome window will appear; click on Continue.

VPNClient Installer
5. Read the license agreement and click Continue.

Software License Agreement
6. Click Agree.

Agree to Terms

7. The installer will present options to you; Make sure Web Security and Posture are UNCHECKED. Click the Continue button.

Custom Install

8. The installer will automatically select the drive where the Cisco VPN client will be installed. Click the Install button.

Standard Install
9. The installer will now ask you for your computer password. This is your Administrator password. Enter the password and click OK to begin the installation.

Type password
10. When the installer finishes, click the Close button to quit the installer.

Installation Completed Successfully

Using the Client

Use the VPN client whenever you need to access University of Maryland Internet resources or (if you use the UMCP wireless network) when you want to encrypt your Internet communications.


1. Connect to your Internet Service Provider (ISP).  


2. Go to the Cisco folder in your Applications folder. Double-click the icon labeled Cisco AnyConnect Secure Mobility Client 


3. The Cisco AnyConnect VPN Client window will appear. Enter in the Connect to: field and click the Connect button.

4. The Group: drop-down menu will appear, you will have 3 choices:


• UMD: choose this option if you need to access Internet resources and websites ending in "" and you DO NOT need to access the UM libraries databases.
• UMapps: choose this option if you need to access the UMDMVS mainframe.

• UMD-Wireless: The UMD-Wireless profile was historically used to optionally encrypt wifi traffic back when 40bit WEP was the only option for wifi security. With the advent of WPA2 this profile is in the process of being removed and should be used only if specifically told to.

Select the Group you want to use. Enter your Directory ID at the Username field and your Directory password at the Password field. See to find your Directory ID and password. Click Connect.


Once you click Connect, the VPN client will search for any updates and automatically install them. This should only take a few seconds and you may get a warning message saying that it is updating. Once it is done updating, the connection will be established and the Client will minimize.


5. The VPN client will establish the connection.

6. When you are done with the VPN client, click the Disconnect button. (NOTE: While this will not disconnect you from the Internet, it will turn off the VPN client and may close certain Internet programs like terminal sessions.)

The first time you use the client, you should confirm that it is working properly by activating the VPN client and then visiting the following web page:


If the VPN client is working properly, this web page will tell you that your are using an IP address in the format (where "xxx" is any number).

The article above is from the Knowledge Base supported by the University of Maryland Division of Information Technology.

Direct link to this solution:

We are working to continually improve this resource and would appreciate your feedback. To comment on this solution, use the buttons in the Was this Solution useful to you? box below. Click Yes if this solution was helpful to you; click No or Yes, but Inaccurate to add an additional comment. Comments will not be displayed publicly. For more information contact the Help Desk.

NOTE: If you wish to be contacted regarding your feedback, include your University Directory ID or preferred contact information.

Was this Solution useful to you?
Yes No Yes, but Inaccurate