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Windows 2008 Domain Upgrade #2

Autor brendon

I posted previously about the commands necessary to do the forest and domain preparation prior to an upgrade of Windows 2003 Server to 2008. After several failed attempts, I have finally been able to complete the operating system upgrade successfully.

Be warned, If you have ISA 2004/ 2006 installed on the server and try to run the upgrade. It will begin the upgrade but fail after the second reboot with a CRITICAL_SERVICE_FAILED_TO_START error (0x0000005A).

Some quick notes from the upgrade:

• Enable a System Managed Page File (for upgrade)
• Remove any ISA server installs (as ISA 2006 does not work on Win 08)
• I recommend a minimum of 16GB free disk space
• Clean any unused objects (user accounts, computer accounts, Sites & services, etc.) from AD.
• Make sure DNS is all updated and correct, possibly give this a clean also.
• Run DCDiag and check for any AD errors.
• Make sure the Certificate Services is functioning correctly and all necessary certs are still valid.
• My upgrade required 3 reboots
• Takes approximately 2 hours (on a slow VM environment)
• Adds an additional 9GB to the hard drive.
• I applied all critical Windows update patches to the server prior to the upgrade
• All existing ‘Add/ Remove Programs’ shown (Including Win2003 SP2)

Back to playing with Server Core.