I think your last point (installing Expect.pm through Cygwin) might be the path of least resistance for this problem! Like I said, I would be able to provide more details but I am kind of left to my own devices (and Google) to figure this out.

The main issue is just that I am trying to debug this Perl script (so I can step through/set breakpoints etc) using EPIC plugin for Eclipse IDE (because that is what I am most familiar with for debugging Perl scripts), and I have ActivePerl installed as my Perl interpreter. From what I have read it seems like this is not the correct way to do it in Windows OS (and I am only used to doing Perl in a Linux VM that I had at my old job).

Right now though I cannot modify my own computer software (need admin access) so I am attempting to get that access so I can try out Cygwin install method that you mentioned above. I really really appreciate your feedback to solve this problem! I apologize if I was not descriptive enough or too vague as to explaining what the issue actually is. The error message that I got from the Perl interpreter is this: "Can't locate Expect.pm in @INC" and after googling it seemed like its not straightforward to install that module using ActivePerl on Windows. Hopefully that helps!

Thanks so much for your help!