Ah, one of my favorite perennial topics.
DS9 still ranks as the series that had the most fascinating list of, maybe not topics that required answers per se, but unresolved issues that could have been extrapolated into new episodes and plot threads.
Bashir's ketracel-white cure. Why didn't he at least try to re-create it? And if he had, how would Starfleet have viewed it? As a humanitarian gesture? As a strategic advantage, which would destroy the Dominion's ability to fight, or as a potential catastrophe that would give the Doms the edge they needed to win?
The fun way to do this would of course be for the Feds to see the k-white cure as too dangerous to try out, but if the k-white supply were being choked off in the AQ, might it be a humanitarian gesture that the Feds had no choice but to offer to the starving Jems?
Tom Riker. He probably was murdered in the Cardie prison camp when they made the alliance with the Dominion, but wouldn't it be fun if he hadn't been and somehow managed to survive, even escape?
Weyoun 6's corpse. Presumably on ice back in Starfleet HQ, being studied? And tying this into the never-really-explained issue of Vorta memory transfer between one clone and the next, is there some sort of impant in his brain that allowed him to instantly step into Weyoun 5's shoes running the war effort? And what precisely made him "defective"? If the Feds knew all that, they might be able to figure out a way to re-program Vortas (via sending out a signal of some sort?) to all be as usefully defective as Weyoun 6. Worth a try, right? You destroy the whole midsection of the Dominion heirarchy at one fell swoop.
Vreenak's assassination. I have a hard time believing that the Rommies were totally bamboozled about his odd disappearance. Vreenak's enemies in the Senate, who opposed his notions about who to ally with in the war, would have been happy to quash any further investigation. But when the time was right, those same people would use Sisko and Garak's actions against them. The Feds would never want the truth to come to light. Interesting potential for blackmail there.
Dukat and Damar's adventures fighting the Klingons. I know it's not part of the main story, but it would have been fun to see a special episode or three dealing with the "unseen" stories from that period. And how exactly did Weyoun 5 meet up with Dukat and seduce him to the dark Dominion side? For that matter, how did Damar ever hook up with Dukat in the first place? And speaking of unseen events...
The Dominion War from the Cardie-Dom POV. I still feel like I got the "boring" side of the story with the oh-so-well-mannered Feddies. Imagine the fun of spying on the folks at Cardassia Prime HQ - Weyoun, Dukat, Damar and the Female Founder. That would have been an absolute riot.
Garak after the war. He would have wanted revenge against the Dominion, no doubt about it. And to rebuild the Obsidian Order with himself at the head? Too tempting to pass up.

Bashir's ketracel-white cure. Why didn't he at least try to re-create it? And if he had, how would Starfleet have viewed it? As a humanitarian gesture? As a strategic advantage, which would destroy the Dominion's ability to fight, or as a potential catastrophe that would give the Doms the edge they needed to win?
The fun way to do this would of course be for the Feds to see the k-white cure as too dangerous to try out, but if the k-white supply were being choked off in the AQ, might it be a humanitarian gesture that the Feds had no choice but to offer to the starving Jems?
Tom Riker. He probably was murdered in the Cardie prison camp when they made the alliance with the Dominion, but wouldn't it be fun if he hadn't been and somehow managed to survive, even escape?
Weyoun 6's corpse. Presumably on ice back in Starfleet HQ, being studied? And tying this into the never-really-explained issue of Vorta memory transfer between one clone and the next, is there some sort of impant in his brain that allowed him to instantly step into Weyoun 5's shoes running the war effort? And what precisely made him "defective"? If the Feds knew all that, they might be able to figure out a way to re-program Vortas (via sending out a signal of some sort?) to all be as usefully defective as Weyoun 6. Worth a try, right? You destroy the whole midsection of the Dominion heirarchy at one fell swoop.
Vreenak's assassination. I have a hard time believing that the Rommies were totally bamboozled about his odd disappearance. Vreenak's enemies in the Senate, who opposed his notions about who to ally with in the war, would have been happy to quash any further investigation. But when the time was right, those same people would use Sisko and Garak's actions against them. The Feds would never want the truth to come to light. Interesting potential for blackmail there.
Dukat and Damar's adventures fighting the Klingons. I know it's not part of the main story, but it would have been fun to see a special episode or three dealing with the "unseen" stories from that period. And how exactly did Weyoun 5 meet up with Dukat and seduce him to the dark Dominion side? For that matter, how did Damar ever hook up with Dukat in the first place? And speaking of unseen events...
The Dominion War from the Cardie-Dom POV. I still feel like I got the "boring" side of the story with the oh-so-well-mannered Feddies. Imagine the fun of spying on the folks at Cardassia Prime HQ - Weyoun, Dukat, Damar and the Female Founder. That would have been an absolute riot.

Garak after the war. He would have wanted revenge against the Dominion, no doubt about it. And to rebuild the Obsidian Order with himself at the head? Too tempting to pass up.
Cardie psychology was more than 50% of the mix. Otherwise, they could just invent robots to do the work (and not give them very much intelligence, since that never works out well).The occupation was a ludicrous exercise in showing how eeeevil the Cards were. I could never fully buy that a civilization capable of FTL travel needs slaves to push little carts full of ore around from one end of a space station to another.