using a batch file to start a Cisco VPN connection The idea of doing this is so you can run a script afterwards.... There is no automatic way to run a .bat script when you connect to Cisco Vpn client( which possible using Anyconnect ) . But as workaround, you can run a single batch script to connect to vpn client via cli. For eg: Create a text file like this: @echo off "c:\Program Files\Cisco Systems\VPN Client\vpnclient.exe" connect <profile-name> echo "Launching application ..." <application text> Save this as a batch file and start this instead of the vpn client.