Ask Chris Black: If You Had to Dress Business-Casual, What Would You Wear?

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If you’re looking for the most powerfulhair dryeror the handiestchef’s knife, those things can be easy enough to find. Other objects of desire are a little more taste-based. What’s the next statuswater bottleorhand wash, for instance? Chris Black (he’s a partner at brand consultancyPublic Announcement) is here to help, in the form ofa regular column. If you have a burning question about the next fanny pack or Noah rugby shirt, drop us an email with the subject line “Ask Chris” at strategist@nymag.com.
If you were forced to wear business-casual attireto the office, what would your work wardrobe look like?
Absolutely, positively, could not be me, TBH. But for the sake of this column, we can pretend. This is an excellent opportunity to flirt with uniform dressing. Keep the palette simple and the cuts flattering, baby!

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Start with some navy pants from Acne. They’re easy to wear witha button-down— straight-leg cotton twill is not hard to pull off — and surprisingly well-priced, considering that Acne stufftypically holds up for several years. On days that are more business than casual, these will also pair well with a blazer worn over your shirt.

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Often overlooked, a traditional roll-neck would work great is mostoffices(sorry finance bros). This cashmere one from Uniqlo is useful in almost every color, but I would go with navy orblack. If the roll-neck seems too much, I say live a little. If living a little seems too much, you can alwaysgo with one of Uniqlo’s more traditional cashmere crew necks(I am a big fan of the brand when it comes toaffordable, presentable basics).

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Of course, you’ll probably want — no need — a good button-down or two. I’vealready gone in on my favorites, but for your purposes, I will reiterate my praise for Brooks Brothers’ Regent Fit Oxford Sport Shirt, which comes in light blue in addition to white. It is heavy-duty (meaning it will last) and cut slimmer, which is always a good look for a button-down.

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If you need an extra layer, Uniqlo’s fluffy cardigan made of so-called Sherpa fleece is perfectfor staying warmwhen your boss refuses to turn down the air-conditioning. Keep it tonal.

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TheDr. MartensAdrian tassel loafer in smooth black leather has a nice chunky sole, but can still pass for business casual. I think? The shoes are cool, regardless! Now go hang out by the water cooler in style.
What are your thoughts on leatherjackets?
They seem to work well for basic girls that work in “marketing” and have unlocked black status on the Sweetgreen app. They also work for anyone who rides a motorcycle or has a personal shopper at John Varvatos. For me, I can’t. I don’t own a Harley or a Telecaster.

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Still, when done right, a leather jacket can look very cool. The Schott Perfecto is really the blueprint for this stuff. It came out in 1928, introducing us to the signature asymmetrical zipper and large snap-down lapels. It has been worn by every male icon you can think of, from Lou Reed to Marlon Brando to Kanye West to Bruce Springsteen. If you can do it, justice and godspeed. Rock and RollHigh Schoolis now in session!

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I have always liked a leather version of the timeless, hard-wearing trucker silhouette, like this one from Helmut Lang. The simple cut makes it much more approachable in black leather.

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The shearling trimmed leather bomber strikes me as particularly wearable by most guys. It’s cool, but not extreme, and works well in colder climates. The large front pockets can hold your personal effects, and the cut is slightly roomier than a lot of leather styles. This updated version from Mr P. is a slick update on the ’80s classic.
I realized I have no beanies for the coming season. What are some good options outside of the par-for-the-courseNoah logo beanie?
Ah, yes, thebeanie— or as our friends from Canada call it, the toque. An essential part of anyone’s winter wardrobe. The fit is crucial as we all must avoid the dreaded Saggy Beanie™, popularized by Los Angeles–based club promoters and out of work actors. Allow me to assist.

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The well-priced Carhartt has beenabsolutely murderedby suburbanUrban Outfittersshoppers. We must move on. For a simple logo version with a lot of color options, go with some Stoney, bruv. I love it green, but it also comes inorange,gray, andnavy.

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Keep it traditional with this chunky lambswool cable-knit beanie in oatmeal from Scottish label Inverallan. It will warm your dome during those chilly winter walks on the beach in Nantucket withyour father-in-law.

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Another cozy-looking option, this pink lambswool number from Howlin’ is the cheerfulpop of colorwe all need for the dreary winter season. It is the perfect shade to garner some grins!

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