Kim Jong Un was educated in Switzerland, which has a very strong democratic environment, yet it didn’t change about how he ran North Korea.
His uncle is almost an irrelevance. The system continued. It might have even been in the interest of others in that system that his uncle was removed to benefit them in some way. But, none of that really has much bearing upon the original point:
His rule depends upon others, and they will place constraints upon what he can and cannot do. It doesn't matter how enlightened, or how despicable, his wishes are. It will depend upon others to carry them out, or to refuse to do so. And they might have their own agendas and demands as well. That is what I meant by walking on a knife edge. He must balance competing internal interests, plus external ones, in order to maintain his position and the stability of the nation. One critical mistake, and he's gone. The same applies to all of the other people in power there as well. They benefit from their position, but one mistake and they are gone too. Not nice, but that's the way it is.
So maybe his Swiss education doesn't make his citizens worse off, but we do know it's not some misled idealist at the helm, but rather a dictator that knows full well what he's doing.
What you should be doing is looking at the averages. Are educated people in general more liberal?
It's more of the military (of North Korea) that's keep stopping from e.g. negotiating with the U.S or concentrating on the economy.