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Should I run Sysprep on a core image after adding applications?

Does Microsoft recommend running Sysprep again on a core image once applications are added? In other words, I create a core image with only Norton Antivirus -- and no other applications -- and then I run Sysprep and create an image. Once I create the image, someone wants to add additional applications and run Sysprep again and create another image. I have been recommending against this methodology. Instead I recommended that they build a new baseline computer, add the specific application and run Sysprep and then create their own image, which includes the application they want included on the image.
I haven't found a definitive recommendation from Microsoft one way or the other. All I can say is that I've repeated Sysprep on a disk image myself, and I don't recall suffering any wrath as a result. The only issue I know about for sure is that after a certain number of runs, Sysprep will no longer reset the product activation grace period. I didn't find any description on Microsoft's Web site of the exact number of times you can run Sysprep before it stops resetting the grace period, though.

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