Hi Dave.  

The only way I can think of to automate this is using VBA.  

You would need to catch Word's save command to get it to save in both places.
Assuming that once the documents are saved on the server they are not likely
to be moved to a different path then this could be a relatively simple bit of
code.  However, if the source and/or target documents are likely to be moved
around or used as the basis for other documents then you would also need to
develop some procedures for doing so.

For example, when saving the documents you could write a custom document
property which details the location of the file on the server.  When the My
Documents version is saved, the code would check the document property to
establish the location of the server version & update that too.

Hope that helps.

ArchieD