Then again with all of markarth's wealth staying in skyrim instead of a good deal of it going to the empire, they'll have the funds to barter with. Despite the secession, the EEC remains in business too.
I think if the conflict was real I wouldn't join any side per se. I'd rather try to mediate the groups into an agreement.(Why wasn't this an option for us speech heavy characters, beth, whyyyy?) It'd be tough though.
I know. I was so disappointed that you weren't able to try and mediate an actual truce and ceasefire for the Civil War and be able to have an impact on who becomes the new High King/Queen of Skyrim.
For me, I tend to go for the Empire, and here are the reasons why:
1. At Helgen, I accidentally followed Hadvar into the keep because I was panicking and trying to get away from Alduin. Hadvar really painted the Empire in a different light, even when I saw the dark underbelly of it, and showed me there were good people in it fighting to protect something. His uncle also gave me a speech that made me like the Empire more.
2. The first two holds I went to were Whiterun and Solitude, and I became close to both Jarls on a personal level. Siding with Ulfric means betraying my friends, and that feels like selling my soul. I also ventured to High Hrothgar, and have huge respect for the Greybeards, who I think Ulfric betrayed, further painting him in a negative light.
3. The whole situation in Windhelm makes me doubt Ulfric's ruling acumen. There's racial tension, mistreatment of workers, and a serial killer roaming the streets at night, all of which Ulfric does nothing to fix. Sure, you can say it's because he's concentrating on winning his war, but after Skyrim's free he plans on fighting the Thalmor, which means further neglecting his people.
4. I don't like the Stormcloak Jarls. Most are either corrupt or incompetent, and will make for ineffectual rulers. This, coupled with Ulfric ignoring the home front to focus on war means the people of Skyrim will suffer more.
5. There's part of me that just distrusts Ulfric. I know it probably came from the things outlined in point 2, but it's worth repeating. I see all of his moves as manipulative and treacherous, and I seriously doubt he's going to make Skyrim a better place.
This isn't to say I think the Empire is wonderful. I don't. But the people ruling Skyrim that are on the Imperial side seem to be better rulers than their Stormcloak counterparts (mostly), so while the Imperials may be leeching off of Skyrim at least the people have (largely) better rulers looking after their needs.