Not doing this is one of the biggest problems with Microsoft's internal dogfooding efforts, in my opinion. They dogfood just about every feature of every product MS offers, but the one thing they never, ever dogfood is licensing and pricing. Everyone just installs "Windows X Ultimate" or "Windows Server X Enterprise Edition" or "Visual Studio X Team System" or "SQL Server X Enterprise" as many times on as many machines supporting as many users as they feel like, rather than being pressured by budgetary constraints to pick the product that meets their needs best at a price they can afford.

The result is that most of the MS rank and file remain blithely ignorant of the extremely high retail prices of these products and their convoluted (sometimes almost punitive) licensing schemes. Given that licensing and pricing is a critical aspect of software use and can easily make the difference between user satisfaction and user desertion to a competitor's product, I've always felt this oversight hurt Microsoft far more than they imagine.