I\'ve got some experience with Bash, which I don\'t mind, but now that I\'m doing a lot of Windows development I\'m needing to do basic stuff/write basic scripts using the Wind
Python is certainly well suited to that. If you're going down that road, you might also want to investigate SCons which is a build system itself built with Python. The cool thing is the build scripts are actually full-blown Python scripts themselves, so you can do anything in the build script that you could otherwise do in Python. It makes make
look pretty anemic in comparison.
Upon rereading your question, I should note that SCons is more suited to building software projects than to writing system maintenance scripts. But I wouldn't hesitate to recommend Python to you in any case.