Windows 2003 defaults to using UDP protocol for Kerberos. In our traces we were getting Kerberos errors because the packets were too small. Seems TCP packets are larger, so we had to modify the registry to force windows 2003 to send Kerberos messages through TCP.
Another trace and the issues were resolved, prior to this setting we were experiencing unpredictable prompting issues with Kerberos enabled sites in Sharepoint 2007.
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