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How to Dress Like a Boss in 2024, According to Powerful Men You can no longer channel power by simply pulling on a suit and tie. We grilled eight executives—and formulated tips to help any man dress more authoritatively in today’s workplace.


 In today's evolving workplace, projecting authority isn't just about donning a power suit. It's about finding a balance between formality and personal style.

Key Considerations:

  • Read the Room: Adapt your attire to the occasion and company culture.
  • Invest Wisely: Splurge on quality pieces like a blazer, shoes, and a meaningful watch.
  • Tailor Your Look: Ensure your clothes fit well and reflect your personality.

Expert Tips:

  • Overdress, Not Underdress: Err on the side of formality, especially in new or uncertain situations.
  • Choose Meaningful Accessories: A watch with a personal connection can add a touch of prestige.

By following these guidelines, you can project confidence and authority, regardless of your position. Remember, it's not just about what you wear, but how you wear it.

The shoes: Consider quiet leather sneakers—Klein and Gordon put many guys in Zegna or the more affordably priced Koio—or classy loafers. For a subtle point of difference, Ostrega likes Belgian loafers, a slipper-like style often featuring a small bow on top. 

The blazer: Ostrega, who prizes fit, only wears made-to-measure (MTM) tailoring for work. He likes premium New York label Michael Andrews Bespoke, though you can score a more tolerably priced MTM jacket at Suitsupply (go for navy). Find a blazer too stuffy? A quality chore coat reads professional, says Gordon. Ricky Choi, 38, the Summit, N.J.-based CEO and founder of logistics company Outerspace, wears a classic French model. For an elevated take, Klein recommends U.K. label Paynter, whose limited-edition, handmade jackets feature corozo-nut buttons. 

Skip the logos (mostly)

“You [don’t] want to be a walking billboard for someone else,” said Azqueta, who, like many execs, finds splashily branded items a little on the nose. To enliven outfits sans bold logos, Banfield sports Jacques Marie Mage’s chunky glasses, while Ostrega leans on pocket squares. Jesse Middleton, 38, a partner at VC fund Flybridge in New York, allows a single logoed item: Gucci’s Ace sneakers inject his otherwise sober outfits with “one bit of flash.” 

Stick to a uniform

You’ll appear more confident and at ease if you settle on a look, says Amar Lalvani, the New York-based executive chairman of hospitality group Standard International. While Lalvani, 50, defaults to bold Kapital shirts and Adidas sneakers, Gushue’s uniform includes a sophisticated long-sleeve polo and Uniqlo pants. And you’ll find Middleton teaming his flashy Guccis with Levi’s and a Banana Republic tee. “I have two kids at home and run a fund that has a billion dollars in assets,” he said. A uniform keeps things “easy.”

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