I had a similar issue. I kept two exact copies of Perl. One on my test machine (internet connected) and one on my Server. I would copy the Site and Lib directories between them. If any issues developed I would just copy the entire Perl folder from my test machine to the server. I have worked on Perl for Windows for over 13 years. I have never had to go another OS to get my job done. Perl works just as well on Windows as it does any where else.