Ok I played around with this somewhat. Basically delivery to a PST defeats the Blackberry server and causes issues everytime. The message hits the mailbox and then is moved to the PST. The BES sees this as the message is gone nothing to redirect.
I have had some success with creating two Outlook profiles. We'll call them:
So you setup the Blackberry profile for the user in Outlook with all your standard settings but leave mail delivery to the mailbox.
Then setup your Outlook profile to deliver to the pst and make this the default profile the end user uses.
In Desktop Manager use the Blackberry Profile for syncrhonization and linking to the BES server.
It should allow you to sync and work normally without much issue.
Good Articles: http://www.blackberry.com/knowledgec...?nodeid=772493
We stopped using PST's a while ago so this has not been thoroughly tested. This will become a moot point for you when you upgrade to 4.0. PST's are not supported in anyway.