Which is why you will lose this game, if such a thing can be said to occur in a game like this. Why the sheer inertia of history makes your ultimate and utter defeat inevitable. Because authoritarianism through democracy can be quite successful, and might be the most successful system there is, but democracy through authoritarianism can never work.
Dictatorship is the inferior of democracy always, which is why every "benevolent dictator" like you are setting yourself up as - every attempt to create democracy through authoritarianism - fails. Alexander the Great's empire shattered upon his death, Catherine the Great did not even get her own funeral - they dug up her husband to make him the focus, destroying her legacy of strong queenship the moment she was dead. No dictatorship, however benevolent, can ever have the last word - can ever define the arc of history. You cannot win.