Most leaders are not afraid to take risks and make mistakes. That is a circus act that can be maintained only for a few minutes. The better leader the person is, the more mistakes he is likely to make because the more things he will try and, consequently, the more he will learn. The key is to not make the same mistake twice. The leader to mistrust is the one who never makes a mistake, never commits a blunder, never fails in what he is trying to do.
Good judgment comes from experience.
However, experience often comes from bad judgment. A good leader won't be afraid to fail. If he never tries, he'll never fail, but he'll never be successful either. Most leaders cultivate loyalty among their followers by being loyal to them. Loyalty begets loyalty.