Try one of the Python doc-generating utilities to see if this might help you with your overall problem. I've used epydoc with great success.
Or if you can get your boss to part with $200, buy a copy of Enterprise Architect from SparxSystems. It will reverse-engineer your Python code, generate a class diagram, and allow you to click on the class diagram and see the underlying code. Works for many languages besides Python, and an excellent design and documentation utility. (There is a $99 version, but this does not include the code import capability.)
