Re: Bono's initial post: I am not sure what you are trying to get at here. There were plenty of wars and entangling alliances etc. when Ancinet Greece was organized in city states. Furthermore, more recently there was plenty of intrigue and trade wars between the Italian city states during the Renaissance. Please expand on your post.
The smaller a state is, the least opressive it is going to be. Look at the world today. who cuases most of the trouble? Luxembourg, Liechtrenstein or Andorra?
No it's the big shots like France, Iran, EUA, China etc.
So, diving everything into city states provides for much more leverage, much less opressive states, much more competition between them, and an end to the culture war. You can just move to a city state where people of your prefered kind live. since it's all just so damn small, it wouldnt impact much.
It would be like the Holy Roman Empire in its decadent phase, except no austria.
Last time I looked Bahrain, Singapore, and Djibouti were all pretty oppressive. Azerbaijan's pretty small but its very oppressive. Same with Bhutan, Nepal, Swaziland, Malawi. The list goes on. I don't believe that big=oppresive since many oppresive regimes have found homes in small nations.