This is a very interesting idea, Matt. It's very probable the Cardassians conquerred a lot of worlds apart from Bajor. I wonder what happened to these during and after the Dominion war ? Maybe some of them managed to overthrow the local Cardassian government, while others have been used as a backup base for the Cardassian forces and then have seen security being strenghtened. Maybe some Cardassian governor is trying to restore Cardassian Central Command from one of these conquerred worlds.
It could be interesting too to see how other species than the Bajoran reacted to the Cardassian occupation. Maybe on some worlds the opposition was much fiercer, leading to an almost complete extermination of the population, while on others, there could have been much more collaborators, making the resistance a minority.
"The main difference between Trekkies and Manchester United fans is that Trekkies never trashed a train carriage. So why are the Trekkies the social outcasts?"
Terry Pratchett