I used to think dressing classy meant looking… well, kind of boring. Crisp button-downs, sensible heels, head-to-toe beige—basically the fashion equivalent of elevator music. I’d see someone in a ...

How should a man dress to suggest he’s running the show? In years past, to radiate authority at work you could always “just throw on a power suit,” said New York stylist Beckie Klein. “Now it’s a bit ...