Stoo:

You can do it with a rule in Outlook 2000 or better. I have the VpN set up to autoconnect without the request for a password etc. I have the rule functioning I just don't have time to work out how to call the VPN connection directly from the outlook rule. It doesn't like the shortcuts I created but if you can find a way to call it directly then you should be in business.

let me know how to call it directly if you work it out.