I have had this issue for awhile, but only now decided to ask about it:

Running CL: 5090 and DJ:3.1.3... Sync between Outlook 2010 and Android 4.3 between 2 PC and one phone. One PC is on Exchange (Outlook 2007) the other is standalone (Outlook 2010) no exchange server using gmail IMAP.

I am only syncing Contacts, Calendar and Tasks between them all. I am using the USB cable method as my connection on both PC

I have had a few sync sessions bomb here and there, but I manage to recover without too much effort

It seems that every time I initiate a Sync (from the Android), it closes the outlook program. As i stated, this has been happening for a while (multiple CL/DJ iterations). Is this normal behavior?