If you want to make a killing, it helps if you dress the part. With Wall Street on the rise again and the national nightmare of casual Fridays far behind us, men are ditching their workweek khakis and sneakers for that alpha-male wardrobe staple: the power suit. But whereas nineties deal makers – think Leonardo DiCaprio in Scorsese's upcoming 'The Wolf of Wall Street' – favored linebacker-size shoulder pads and oversize cuts, the modern business suit is more minimal. "A suit's shoulder gives away its decade," says Nick Wooster, former Neiman Marcus fashion director. "Today's power suit is narrow and more tailored – a man doesn't want to wear a costume." Or a clownish color: Go with gray and no matter what, you'll look like a boss.
Glen plaid three-piece suit
Often called Prince of Wales thanks to the Duke of Windsor's affinity for it, glen plaid is a great pick if you've already got a closetful of solid-color suits. Its black-and-white base gets along well with varying stripes and patterns. This Hugo Boss virgin wool three-piece makes a big impact in the office or at a wedding – and thanks to the vest, you'll look like a million euros, even if you ditch the jacket.
Plaid peak-lapel suit, $1,695; shirt, $195; and tie, $95, all by Boss; silk pocket square by Ralph Lauren Purple Label, $125
Credit: Photograph by Jeff Ridel