To the guy talking about Skyrim economic collapse... Skyrim is extremely rich in natural resources (minerals, lumber, etc). A huge chunk of of these resources, especially silver and gold; are going straight to the imperials right now. Sympathy for the Dunmer in Windhelm dies pretty quick when you came across any of the Dunmer superiority propaganda books about stealing Skyrim from the Nords, or see them treat the Argonians 1000X more poorly than the Nords do.
In addition, as refuges instead of integrating into the culture of Windhelm, they made the quarter they were given into a miniature Morrowind, threw up Morrowind banners everywhere; don't join the city guard, don't care about murders that happen there, don't help with the war effort, etc.
Then you look at a town like Riften, which is run by Law-Giver. She's incompetent, but she has the most racially integrated hold in Skyrim. Then lets look at Thalmor ties.
Spoiler
People that show up during the Thalmor embassy quest (I've done it a few times now).
-Erikur, thane in Solitude, talking about how great business with the Thalmor is.
-Maven Blackbriar, imperial Jarl of Riften if you win the imperial war campaign.
The silver-bloods are evil monopolists, but they were using the forsworn to kill imperial and Thalmor spies. Whereas Jarl Igmund lets them wander around with inquisitioners in Markarth.
All that being said, I think they are going to make the canon timeline in such a way that it doesn't matter who won; Skyrim lost. I could be wrong, but that's my feeling.
As a final thought, after the embassy or mage's guild questline, you are a wanted criminal to the Thalmor. The concordat between the empire and the Thalmor would compel the empire to turn you over for justice if they were asked. So...you'd end up coming full circle to the headsman's block.