Taleb points out that successful people must take risks, but that taking risks is no guarantee of success. Risk taking increases your variance: you might win big, or lose big. The winners might just have won by luck.
From the point of view of society, or evolution, this is no problem! Even if the winners win by luck, they still won! Settlers move to a new continent. Many die, but a few survive and thrive. This is good for society.