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Unable to upgrade 2003 to 2008 server

I have a 2003 sp2 64bit, and need to upgrade it to 2008 64bit R2.

The upgrade keeps failing. Is there a way to figure out where and why it's failing?
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rdefino
Asked:
rdefino
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3 Solutions
 
Schnell SolutionsSystems Infrastructure EngineerCommented:
Are you migrating the same language and Windows Server Versión? Or at least from a Little versión to a bigger one. (Ex: Windows Server Standard to Standard; or Windows Server Standard to DataCenter). Versions daungrade are not valid
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rdefinoAuthor Commented:
I;m going from 2003 standard sp2 64bit to 2008 standard R2 64bit.
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Schnell SolutionsSystems Infrastructure EngineerCommented:
Does it return any error of the process?
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rdefinoAuthor Commented:
nope, just reboots and says upgrade could not complete and restores 2003.
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Schnell SolutionsSystems Infrastructure EngineerCommented:
Try this inmediatly the server prompts the error:


Hit SHIFT-F10 to bring up command prompt.

 

type MMC

Click File -> Add/Remove Snap-in... (Or CTRL+M)

Select Computer Management (Double click and Finish on Local Computer)

Click OK

Double click Computer Management (Local) -> System Tools -> Local Users and Groups -> Users -> Double Click Administrator -> Uncheck Account is disabled -> OK

Now right click Administrator -> Set Password...  ->  Set a decent password to get started.

 

Now, restart.  and test

 

If this doesn't work try next step:

SHIFT-F10 to bring up command prompt.

type:  CD C:\windows\system32\oobe

type msoobe

enter

Make a generic account and password.  hit finish (if it requests a product key and you have one, enter it now.  if OEM/No key required, just finish).  Set time/date.  Finish.

Restart.

Should be good to go.
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rdefinoAuthor Commented:
Problem is I don't get an error, it just reboot s and shows restore previous settings.
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Schnell SolutionsSystems Infrastructure EngineerCommented:
Try to get additional information about the process from these logs:

c:\$WINDOWS.~BT\sources\setuperr.log
C:\$WINDOWS.~BT\Sources\Panther\setupact.log
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rdefinoAuthor Commented:
This log shows some failures on a device, but not sure where to look.
setuperr.log
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Schnell SolutionsSystems Infrastructure EngineerCommented:
I wonder if this is an issue associated to drivers

Did you execute the compatibility check for drivers and applications before the upgrade?

Usually this test let you know if there are drivers not compatible with the new version
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rdefinoAuthor Commented:
it did run a check itself and said a vmware driver wasn't support and might not work after upgrading. This is a vmware vm. So I uninstalled vmware tools and still failed.
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Schnell SolutionsSystems Infrastructure EngineerCommented:
did you restarted and tried the same compatilibity check after uninstalling the VMWare tolos?
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Lee W, MVPTechnology and Business Process AdvisorCommented:
Redownload the ISO and try with a new ISO image.  Found a link online with a similar error (on the same file) and the solution was that simple.
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Lee W, MVPTechnology and Business Process AdvisorCommented:
Though I have a question - why are you upgrading?  CLEAN installs are almost always better - I grant you there COULD be a few circumstances where upgrades are preferable, but all the IT Pros I'm acquainted with will prefer MIGRATION to upgrade any day.  Since this is a virtual environment, spin up a new VM and install there and migrate the data.
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rdefinoAuthor Commented:
I agree on doing a clean install. But we have an application we need to migrate off, but need to have 2008 as the os first. So I need to upgrade os, then migrate the app to  a new box.
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