If you are a Windows 7 user, it's most likely you'll stumble into the common Cisco VPN Client error message "Reason 442: Failed to enable Virtual Adapter".
Unfortunately the good old 'remove and reinstall' method won't get you far in this case as the problem is not within the Cisco VPN client program, but Microsoft's Internet Connection Sharing (ICS) service.
Note: Windows 8 32-64bit users dealing with the same problem can refer to our Cisco VPN Client & Windows 8 (32bit & 64Bit) - Reason 442: Failed To Enable Virtual Adaptor - How To Fix It article.
Following the steps outlined below will help resolve this error and save you a lot of time and frustration:
1. Hit the start button and type "services.msc' as shown:
2. Locate and stop Cisco Systems, Inc. VPN Service;
3. Stop and disable Internet Connection Sharing (ICS) Service;
4. Restart Cisco System, Inc. VPN Service.
Launch the Cisco VPN Client again, and the problem is now gone!
Keep in mind that we are running Cisco Systems VPN Client version 5.0.07.0440 on Windows 7 Ultimate 64-bit edition, but we faced the same problem with other versions as well.
Note: It’s always a great idea to have the latest Cisco VPN client installed. Users can download the Cisco VPN client for Windows, Linux and MacOS operating systems by visiting our Cisco Tools & Applications download section.