I'm not sure whether this is the right mailing list where to post this.
However, it seems the pypi UI currently provides a way to upload doc at the bottom of the page  https://pypi.python.org/pypi?%3Aaction=pkg_edit&name=PROJECT_NAME but there's currently no way to remove it:
https://bitbucket.org/pypa/pypi/issue/24/allow-deleting-project-documentation-from
http://sourceforge.net/p/pypi/support-requests/294/
https://github.com/litl/rauth/issues/81