My advice would be to have a quiet word with your IT guys before making a whole load more work for yourself. You may find that an AHK script would actually be more acceptable to them rather than less so. From their point of view, an .exe is just a 'black box' that they can't look inside to see what it gets up to (it might act benignly now, but how can they tell there isn't a remote 'self destruct' button?). On the other hand, an AHK script is source code that they can check for themselves to see if it looks malicious or not. All the system admins I've ever worked with have been 'scriptaholics', and AHK scripts are not a million miles away from .bat syntax (if you're system admin can't handle that, then you need a new system admin!
). You might just find that they have more confidence about your code if they can actually see it, and can advise you how to make your script safer and more secure.