Reddit reviews Automating System Administration with Perl: Tools to Make You More Efficient
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If you can get your hands on http://www.amazon.com/dp/059600639X (or its first edition, http://www.amazon.com/dp/1565926099 ), it provides quite a number of examples where you could use Perl in a Windows environment.
I haven't read it, but there's also this fairly recent book from 2009: Automating System Administration with Perl