Vladimir Putin biographer Masha Gessen explains why autocrats like Putin and President Trump tend to be so gloriously incompetent:
[A] careful reading of contemporary accounts will show that both Hitler and Stalin struck many of their countrymen as men of limited ability, education and imagination — and, indeed, as being incompetent in government and military leadership. Contrary to popular wisdom, they are not political savants, possessed of one extraordinary talent that brings them to power. It is the blunt instrument of reassuring ignorance that propels their rise in a frighteningly complex world.
Modern strongmen are more obviously human. We have witnessed the greed and vanity of Silvio Berlusconi, who ran Italy’s economy into the ground. We recognize the desperate desire of President Vladimir V. Putin of Russia to be admired or at least feared — usually literally at his country’s expense. Still, physical distance makes villains seem bigger than they are in real life.
In the past few months, Americans too have grown familiar with the sight of a president who seems to think that politics consists of demonstrating that he is in charge. This similarity is not an accident (nor is it a result of Russian influence). The rejection of the complexity of modern politics — as well as modern business and modern life in general — lies at the core of populism’s appeal.
Simple people like the simple message of other simple people. But the world has 7½ billion points of view, and is more complicated than ever, making the autocrats' incompetence more dangerous than in years past.