Politics is the mind-killer; our opinions are largely formed on the basis of which tribes we want to affiliate with. What's more, when we first joined a tribe, we probably didn't properly vet the effects it would have on our cognition.
One illustration of this is the apparently contingent nature of actual political coalitions, and the prima facie plausibility of others. For example,
- In the real world, animal rights activists tend to be pro-choice.
- But animal rights & fetus rights seems just as plausible coalition - an expanding sphere of moral worth.
This suggests a de-biasing technique; inventing plausible alternative coalitions of ideas. When considering the counterfactual political argument, each side will have some red positions and some green positions, so hopefully your brain will be forced to evaluate it in a more rational manner.
Obviously, political issues are not all orthogonal; there is mutual information, and you don't want to ignore it. The idea isn't to decide your belief on every issue independently. If taxes on beer, cider and wine are a good idea, taxes on spirits are probably a good idea too. However, I think this is reflected in the "plausible coalitions" game; the most plausible reason I could think of for the political divide to fall between these is lobbying on behalf of distilleries, suggesting that these form a natural cluster in policy-space.
In case the idea can be more clearly grokked by examples, I'll post some in the comments.
The sufficiently powerful autocrat doesn't have to give a fuck what people say or think if and only if his/her utility function is composed only of "staying in power". But people are more complicated than that and they tend to like to have other people share their views. Even most contrarians (who can be said to delight in having unorthodox views) try to convince other people of their views.
In the real world, the more powerful the autocrat, the more absolute the dictatorship, the more they care about what people say or think, the more restricted free speech is. I don't have any reason to believe that at some magical "sufficiently powerful" point, that direction gets reversed.
I think you may have reversed cause and effect there.