I've found a process that has worked...
On the Debian4-Zimbra5 VM
Code:
apt-get install linux-image-2.6.24-etchnhalf.1-686
After a week IO seemed to have locked up on the VM without any bugs in the logs but the VMware Server was still functioning. I did a little digging and found the solution to the VM freezing.
http://kb.vmware.com/selfservice/mic...rnalId=1006427
As I previously posted. I am able to install a clean Debian5-Zimbra6 that runs smooth.
Platform Specific - Zimbra :: Wiki
On the clean Debain5-Zimbra6 I created an account with the same username as the Debain4-Zimbra5 system.
Then, on the Debian4-Zimbra5, I exported said account through the user interface.
On the Debian5-Zimbra6 box I imported through the user interface and all the data moved over cleanly (with the exception of the chat folder I believe).
Now I'm burning Debian5-Zimbra6 in to see if IO issues happen as well.