Elmofongo: That whole Dominion War of DS9 sounds like a more groundbreaking event in Star Trek history than whatever the plot to Inssurection introduced.
Oh, there is no comparison. It's the biggest "event" we get to see. Even the Borg attack in TNG and the wipeout at Wolf 359 is after all coverd in two episodes. The Dominon War is two whole seasons (more than that really, but the last two seasons are the total, all out war).
By the way, since you enjoy the political/war side of Star Trek more, you might be interested in
Axanar. It's shaping up to be a really interesting fan production, in fact even the Prelude short movie they already have is quite good. And having seen TOS recently you should still remember Garth of Izar.