I've been seeing this with one user in particular. I recreated his account in Outlook 2003 and it's still having issues. Others with Zimbra connecter are working fine.
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Culley
Mail | Dell 2950III | 2x Quad Core 5420 | 8gb RAM | 6x 146gb SAS RAID 0+1 | Red Hat 5.3 | Zimbra 6.0.10 Network Edition
Test | VMware ESXi Whitebox | Phenom II Black 3.2ghz | 12gb RAM | 6x 1tb SATA RAID 0+1 | CentOS 5.4 | FOSS, Not in use now |