It seems that all I need to get the bridge to work, is to click on it in the scripts.

It would certainly be helpful if the VWDPython icon (or as others have done, add an image stating click on 'SOMETHING') to get it to work.

I have noticed that either the bridge or VWD don't like certain characters in the names of items (it was a character I had saved as a subset); that would be a useful thing to clarify. It also might have been the fact the name was too long. No idea other than the error message stating (in french) that there was an issue with the name.