I run a SBS08 network and have 1 user in Vegas right now on her VZ access card. Well, for some odd reason when she connects to VPN first and than tries to launch Outlook it causes her outlook to stay in a "trying to connect to MS Exchange" state in the bottom right hand corner. If I disconnect her from the VPN and than launch Outlook first it will connect like its suppose to and than I have to reconnect the VPN for it all to work correctly.
And the most recent call I got is.. sometimes the mapped network drive disconnects and I have to go through the steps above to reconnect it.
Instituting a Terminal Server would go a long way to resolving the issues you are having with Mapped drives
Instead of VPNing in, They would remote desktop to a second server through Remote Web Workplace
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