The biggest story my character could get involved in is the Civil War, but who would be the best side to join. I mean Skyrim basically holds the future of all of Tamriel. The idea of a united Empire will defiantly pose more of a threat to the Thalmor, as a free Skyrim would never ally it's self again with the Empire. My character doesn't believe in a free Skyrim or a Empire controlled one either. He fights for Summerset Isle and the worship of the ancient sprits, which if I understand right the Thalmor and Second Aldmeri Dominion government no longer believe in.
So now my question becomes what side benefits the Summerset Isle?
As far as I can see joining the Storm Cloak Rebellion will only install another leader who believes his race is superior than the others. I'm not compering Ulfric Stormcloak's ideas and philosophies to the same as that of the Thalmor, but his interests don't stretch further than Skyrim's boarders. But on the other hand his insurrection could be the start of the fall of the Empire, which in turn could make the remaining states of the Empire leave and lead to a collection of independent states.
It also depends on Ulfic Stormcloak's position. Is he a leader? Or a revolutionary? Because he is a xenophobe I think his fear of other people's way of life will make him unable to act of the bigger political stage. So I think with Ulfric as Skyrim's leader he will lead the country into isolation and it could almost be compared to a North Korean like state. But if Ulfric is a revolutionary, then a politician could lead the country. A politician could see the bigger picture, unlike Ulfric and be able to work with other leaders. Maybe even working with the Argonians. Which could lead to a stronger force against the Thalmor. But that said I don't see them attacking the Thalmor and invading them. Meaning that this may not save the Summerset Isle.
The only way I see the Summerset Isle being free of the Second Aldmeri Dominion government is by having a stronger Empire, So the they can call on Skyrim's strong Nord armies. But then having the Summerset Isle under the Empire, may be just as bad as having it under the Second Aldmeri Dominion government's control.
I've seen these discussions and been involved with them but I've not seen one that benefits the Altmeri people. These are just my rambling thoughts, but I'm not sure who to fight for.