The popular Viira GTD implementation for BlackBerry now has a desktop counterpart for Outlook. Chris let us know that Viira now supports synchronizing your tasks between their BlackBerry and Outlook clients. The sync is not OTA like I would like but for BIS users it does it through Desktop Manager though BES users somehow have it sync through the BES connection. The way it works is that Viira adds metadata to tasks that both applications understand so the sync just includes that metadata which both clients can read.
The Viira client for both Outlook and BlackBerry is expensive at $69.99 but for the hardcore GTD (Getting Things Done) users it may be worth it. You can read more about the suite at: