Well, one morning my dude woke up in his lonely hut in the outskirts near Solitude and said to himself "Hey, this civil war sucks. I'm going to end it." Then the question remained on whether or not to join the Stormcloaks or the Imperial Legion.
I've had this problem for about half my playing time, which right now is maybe 40-ish hours. After some time, I joined the Stormcloaks. My overall outlook on the situation showed that both sides have their negatives and positives. At first the Imperials sounded good because looking at the extreme revolt seemed idiotic, especially with the current situation an order and strong, striving government was needed. I almost joined Imperial after talking with Elisif in Solitude (Jarl and future Empress). She seemed to understand the negatives that were seen by those who supported the Stormcloaks and was a very orderly and respectful person.
I sided with the Stormcloaks for a few main reasons. The Imperials seemed to be collapsing already, and have sold out and surrendered to the Elves, or the Thalmor, and agreed to remove Talos from everyday worship, a god that was the most famous of Dragonborns. I can understand some of the terms that would be dealt, but also not knowing much of the previous war, I don't see a reason to why the Imperials would have to surrender or give up their name. The failure in that war makes me think that the Imperials are already starting to dissolve. The corruption that's present in the game is well shown as well. I've had a few times where the Imperials would demand money from me as I walk down the road, like bandits, and although all government gains corruption to have the soldiers be disobedient enough to force money from people is a problem.
Most importantly, well, to myself at least, when I look at the Stormcloak movement and who they are, I see the American Revolution. Yes, America would have been stable and have more support if we didn't rebel against the British Empire, but we wanted our society to have the rights in which we believed to the core, and to have our society guided by a government that was not even part of our nation useless. The Stormcloaks represent this well. Yes, they're a bit racist, though they will accept others after they trust them, and the Stormcloaks bringing order back to Skyrim will be a difficult one, but I sided with them because they know that they way their nation is being abused by the Imperials is not the way they wish to live, the Jarls are tyrants with way too much power and the Stormcloaks are there to finally bring some equality to the people's needs and wants in their society....Even though Ulfric can come off as a douche sometimes.
A question, though, is what will come after this? In the end other nations around Skyrim will see this, and just like the American Revolution will other nations realize that if another nation can do it, so can we?