bulbaquil
...is not Sjadbek, he just runs him.
was waiting for someone to mention that the Dragonborn (depending on player choices) is on Stormcloack side.
This is a valid point we do need to remember. Dragonborns are kind of powerful, and if Ulfric wins then almost by definition the Dragonborn's on the Stormcloak side.
Just to play devil's advocate here: I'm not sure that the Blades would really be on Skyrim's side honestly. I feel like they would be more inclined to be loyal to the Empire. The Blades did originate as protectors of the Emperor after all. Now, that is in the past, but Esbern and Delphine seem to value tradition. And I doubt both the Blades and Greybeards would support the Dragonborn at the same time, considering you have to stab either in the back to earn the other's favor.
The Greybeards are peace-loving also, and I almost doubt they would get involved in such a conflict in any way. The didn't even want to get involved with PEACE talks between the Empire and Stormcloaks.
Also, what is going to convince organizations like the College of Winterhold to fight for Skyrim? They have been hated and mistreated by the Nords, and a lot of them are High Elves anyway. Who's to say they aren't already spies.
Speaking of the Nords mistreating people: I think that if the Thalmor invade Skyrim there will be a problem with uprisings of some of the Elf population in some places. The first thing to come to mind is the Grey Quarter in Windhelm. Those Dunmer are treated like animals by almost all of the Nords they have encountered. They will be much more likely to sympathise with the Thalmor then they are to the cause of the Nords of Skyrim.
Just a few thoughts to spark conversaton here, since it seems one-sided a little
Valid points. Counter-argument on the Blades - they are supposed to serve the Dragonborn; the game just doesn't let you point this out to them when they tell you "go kill Paarthunax."
And of course Rex Prime's point on the Blades vs. Thalmor. (Counter-counter-argument: The Empire tries to kill you at the beginning of the game, but you can still join the Legion. Counter-counter-counter argument: The Empire wasn't actively pursuing you; you were just in the wrong place at the wrong time with the wrong imperial captain.) College of Winterhold very valid point; Dunmer in Windhelm very, very valid point - it may depend in part on whether the Dominion's line is Mer supremacy or Altmer supremacy, and if the latter to what extent. That would be most likely to be a problem in Windhelm than in the other cities, though.