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Adding KB2919442, KB2919355, and .NET 4.8 to Windows 2012 R2 install media for unattended upgrade from 2008R2.

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Using Windows ADK and SIM I have successfully created the image to perform an unattended in-place upgrade installation to Windows 2012R2 from Windows 2008R2.  As we are updating all of our 2008R2 servers to 2012R2 and a number of them use various versions of .NET 4.6.2, 4.7.2, and 4.8, we are seeing an issue where .NET is downgraded to .NET 4.5.1 and in some case is non-functional and Server Manager breaks.  Once we run update KB2919442 followed by KB2919355(in the specified order) and reinstall .NET 4.8,, then everything works, but then there are 150-180+ Windows updates that have to be performed.  The level of manual effort is high and the upgrade and especially the Windows update part take quite a lot of time.  We would like to streamline this process to cut down on the upgrade time if possible.

My question is... How can I add(slipstream) KB2919442, KB2919355, .NET 4.8, and preferably the 150-180+ updates into my install media image from the get go?

Most are .MSU files and one ClearCompressionFlag.EXE is an executable that cannot be added via DISM as I understand.  Not to mention the many reboots required by some updates before being able to install the next.

Thoughts and/or suggestions appreciated in advance.




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