This makes a lot of sense, and I presupposed some of this reasoning, so it's great to hear that my understanding was correct.
Most of the frustration just comes from a lot of existing projects I'd like to simply deploy rely on docker-compose, so instead of just cloning and deploying, I need to adapt things. So really it's not exactly a frustration with Dokku :P
I thought about this a bit last night and did some research. I think with the evolved compose file format, this is more doable (though still with routing downtime until I do some extra work). I've filed a ticket for this here: https://github.com/dokku/dokku/issues/5102
