DragonBorn has the option of making either one succeed, so which do you think it will be?
Will it be either? Or will they retcon (am I using that word right?) an outcome where it doesn't really matter?\
Or, gods forbid, will they pull another Warp in the west?
I know that its not a big deal, but it could have some drastic outcomes. ie: with skyrim in rebel hands, the empire collapsed and the thalmor or more powerful than ever/the empire gains the support of skyrim eventually gaining more strength to stand a better chance against the Thalmor.
Also why'd you choose which side you did?
My Breton Skill Fighter (light armor/dual wield swords) initially went with the cloaks because of the whole execution thing and all. But after learning his place in history, he realizes that the Tamriel needs to be united against those that would harm it (mainly the thalmor now) and he thinks that the empire is the best bet.
Also he wants to see the empire back in its former glory. His great great grandfather (more or less, I'm not all that great with timelines) help defend against the daedra when they attacked the imperial city.