I once had to update about 20 Windows machines. Luckily I was able to use a cloning program on 1/2 of them that were exactly the same machines; on the other half I had to install Windows from the CD, then install Office from the CD, and then run Windows and Office Updates through about 30 restarts before the machines were ready to use. Suffice to say that I was pretty excited to find instructions on how to build a Windows install CD that includes patches, updates, and even applications.
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