Is there any particular reason why it's assumed you won't be performing a Max on a CharField?
I tried to create the following QuerySet:
Document.objects.filter(documentType=1, event__eventType=3).annotate(event_date=Max('event__start_date'), subcommittee=Max('event__subcommittee__name')).order_by('subcommittee', 'event_date')
I enforce this particular documentType to occur only once per Event, but in reality the Document - Event relation is many to many. That is why I performed a Max on the to go from Document to a FK relation of Event.
I really only ask out of curiosity. As far as SQL goes, this is completely legit and I plan on modifying Django and submitting a patch. (Unless there's a compelling reason not to)