At my new job, we sell imported stuff. In order to be able to sell said stuff, currently the following things need to happen for every incoming shipment:
The big parts are Excel and email. Excel can be handled with either COM or some sort of interaction with OpenOffice.org. Email, well, there's dozens of ways to do it. My hammer of choice is Python, along with pywin32 or PyUNO, and poplib and smtplib.
Boss... will always be boss. Not always very much you can do about the icky wetware stuff.