I'm not a Win32 SysAdmin, but a cow-orker who is bought the following book.   He says it helps a lot in his initial efforts at Perl.
    cheers,
    Don
    striving toward Perl Adept
    (it's pronounced "why-bick")

Win32 Perl Scripting: The Administrators Handbook
ISBN: 1578702151
Author: Dave Roth
Publisher: New Riders