What do I mean by "cross cutting concerns"? I'm thinking about ORM/models, migrations, admin UI, caching, sessions, misc security middleware, user accounts, validation/forms, templating, RSS feeds, logging, testing infrastructure, etc. Django's pieces all fit together well, and any time I've done this with Flask/etc I've found myself spending so much time solving issues gluing these bits together and working around impedance mismatches between libraries.
We had a large Django site at my last place and would just suggest new starters worked through the Django tutorial, because our site basically still worked like that.