I think the problem is that you cannot synch both wirelessly and when connected to Desktop Manager. If you synch using Desktop manager, it "breaks" the wireless synch. The only fix I know of is to wipe the BB and do a new Enterprise Activation. And turn OFF synchronization in Desktop manager.
There is a similar issue discussed in this thread.
http://www.blackberryforums.com/gene...y-anymore.html
Knocka