> And I'd still be bound to the IE automation model.
Why? You fetch data, calculate stuff and give out reports. Unless there is heavy javascript involved, you don't need a browser for any of this. But now you are dependent on the fragile setup you have created, hopping that VBScript, IE and your datasources will continue to work as long as you live.
Becoming independant and gaining a future ground would be a valid reason to change to a better environment. It doesn't need to be Python, but considering the requirements, Python is a very good choice for this it seems.