1. the menu is already very long. I would add it if i understand it's very useful.
2. in the future i will consider an easy way to communicate with the admin.
it's already possible with scripting, but i hope to make it easier.
But sometimes there are easier solutions, like putting this link near every file (that is, in the [file] section of the template)
<a href="mailto:your@address.com?subject={.encodeuri|old file.}&body={.encodeuri|File "%item-name%" in folder %folder% is outdated!.}">REPORT</a>
3. right, i guess next generation default template will let you decide where to search.
in the while, you may customize for your own, or use another template that already does this way.