Using the updated connector you sent, so far I haven't had a single Outlook crash - either after a sync to my phone, or at any other time (and usually, it would crash at least 3 or 4 times a day).
You asked for system version details, here ya go:
- OS: Windows XP SP2 with all relevant hotpatches applied (i often don't apply "Outlook Express" patches since I've forcefully removed most of it)
- Outlook 2003 SP2 (11.8010.6568)
- Microsoft ActiveSync 3.8.0 (Build 5004)
- Phone: Axia A108 (which I bet you never heard of, lol), running Windows CE ".net" 4.2, with ROM flash-upgrade that uses Pocket Outlook dbs syncing to Outlook via ActiveSync (conduits for inbox, calendar, contacts, tasks).