In his tweed jacket, button-down oxford, and lackluster tie, the man on the right might be a college professor or a small-town lawyer. But in fact he is Gerard Wertheimer, co-owner of Chanel and a billionaire. It has often been observed that—in contrast to the nouveaux riches, who are insecure about their social status—old money will go about in ancient togs, unembarrassed by holes or signs of wear. Though Wertheimer escapes being frumpy, there is something to be said for a fashion magnate who is immune to the seductions of glamour.