The main thing that people were missing while setting up their schema.org mappings at the event in Austin was the mapping at the bottom of the field settings form. I propose to add a schema.org status check in the main content type vertical tab which would indicate, based on the selected schema.org type, whether the expected schema.org mappings have been set. For example if the admin forgot to set a field with the mapping affiliation for the type person, the status check would indicate that the affiliation mapping is missing.

Also, a debugger would pick a node of the given type to check whether the right markup is found in the page. This would help finding out whether a theme is not letting the right markup through (maybe it overrides field.tpl.php and does not include the right attributes variables). This would complement the Rich Snippet testing tool which cannot tell site admins whether a missing property in the HTML is due to the theme layer or a missing RDF mapping.