Side note: I just noticed as I was updating the 2019 'Winner' that the three times this game has been done, it was a different episode each time. And it was the final three this year.
That is interesting, but at the same time not entirely surprising. I think by most reasonable metrics, those three episodes are the weakest DS9 had to offer for various reasons, and two of the three are aging badly due to shifts in cultural values and norms. It's one reason I like doing rewatches of various series I've liked through the years, seeing what (beyond outdated technology or effects) ages well and what doesn't, at all.
Editing to say thanks for posting the game. It was fun and interesting to hear everyone's reasoning for their choices.