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The Most Comfortable Work Shoes for Any Environment, From Back of House to Board Room

If you get home from work with an aching back or stiff neck, headaches, and digestive issues, or just feeling disproportionately tired, the culprit could well be your feet. More specifically, what you’re wearing on them. Poorly fitting shoes cause more than just blisters. They lead to over-pronation, an issue that leads to a host of common afflictions, such as heel pain (plantar fasciitis), knee pain and lower back pain. They affect the way your body moves and stands, putting undue pressure on the back, hips, ankles, and knees.

Let’s face it—you’re too young to be groaning about your aches and pains, and too ambitious to spend your workday dreaming of your La-Z-Boy. Our list of most comfortable men’s work shoes will keep you both spry and stylish, no matter where or how you earn your living.

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Formal Office

Vionic’s Bruno Oxford
Vionic’s Bruno Oxford

The upper tiers of society have a long-standing habit of dressing as if they’ve never done a day’s work in their lives, and never will. But if you’re working a white-collar job, you know that facade is far from true. For the past 50 years or so, the wingtip oxford has been the equivalent of ancient China’s extra-long fingernails or the starched collar of the early 19th century—as uncomfortable as it is iconic. Fortunately, Vionic has come to the rescue with a sophisticated oxford that won’t outrage your podiatrist. A super supportive footbed and a durable rubber sole keep your feet cushioned, while contrast stitching and optional contrast laces give the undeniably stuffy silhouette a needed facelift.

Casual Office

Allbirds Wool Runners
Allbirds Wool Runners

There’s a lot that’s problematic about startup culture, but one thing it definitely has going right is its footwear. Make like the bigwigs of the new economy and suit your feet up in Allbirds. These sneaks and slides are not only cozy, minimalist and sustainable, they’re also ridiculously comfortable, with uppers and padded insoles made from the same superfine merino used for Armani suits, and a low-density outsole featuring a unique S-curve tread array designed to mimic the anatomical flexibility of your feet and provide natural weight distribution. The reviews you’ve read online may sound hyperbolic (e.g., “they’re like slippers made of clouds”), but we swear the hype is true. Just ask the Allbirds army of fans, which includes a slew of Silicon Valley titans, Hollywood icons such as Woody Harrelson and Leonardo DiCaprio, and even former (sniff!) President Barack Obama.


Nike Roshe One
Nike Roshe One

When your job keeps you running—be it all over town, or all over the gym—you need a shoe that performs like a sports star. At the same time, you don’t want to be the guy in chunky cross-trainers, especially amongst a lot of well-heeled types who depend on your services—that’s no way to get your big break. The streetwear styling of the Nike Roshe One gives you a look that’s on the level with anyone you’re training/delivering to/getting coffee for, while the soft lightweight sole, cushioned collar and traction-heavy waffled outsole lend them to heavy lifting and quick maneuvering. They’re the perfect shoes for climbing your way to the top.

Retail/Fashion Industry

Saucony Jazz Low Pro
Saucony Jazz Low Pro

With apologies to Derek Zoolander, effortlessness is the essence of looking cool. But if you’ve ever worked retail, you know it means long hours on your feet, not to mention a lot of jumping, reaching and squatting. Other careers in the fashion industry are similarly athletic. A pair of Saucony Jazz Low Pro sneakers are the key to keeping it pulled together. Their slim fit, plush suede outer, and retro styling in a plethora of colorways keeps your look fresh and fly; nobody has to know that the cushioning insole, shock-absorbing midsole, and rubber traction outsole are saving your life.

Food and Beverage Industry

Scarpa Mojito

Like other models in the Scarpa catalog, the best-selling Mojito was designed as a climbing shoe. But its sweet Euro profile and deliciously comfortable construction have made it a streetwear staple. We think this combo makes it the perfect pick for bartenders, servers, and F&B employees at every level. Vibram soles are skid-resistant, a reinforced arch offers comfort and support, and Italian leather uppers keep the look classy. What’s more, the Scarpa Mojito comes in every color and shade you can imagine, which means you’re guaranteed to find a perfect match with your work uniform.


Red Wing Style No. 8111 Iron Ranger Boots

Fashioned from Red Wing’s signature oil-tanned leather, the Iron Ranger boots not only resist water, stain and, perspiration but look good doing it. With a steel shank, double-layered toe, Vibram 430 Mini-lug outsole, and Goodyear welt construction, these 6-inch boots are tough on the outside, but gentle on the inside, thanks to a cushiony cork midsole and a bump toe for more room up front. No wonder Style No. 8111 has been the choice of hard laborers since the days of Minnesota’s mining boom.

Outdoor Industries

Keen Austin Casual Boot
Keen Austin Casual Boot

The legendary Austin boot from Keen gets a little classed up, while maintaining the shoe’s renowned outdoor performance. The carbon rubber sole, metatomical footbed, and Cleansport NXT odor control technology give you all the sturdy support of a trail boot, while the full-grain nubuck leather upper says, “I’m at work.” Wearing the Keen Austin boot means you can go from guiding tours of a national park to giving a keynote speech to important donors a date with a cute tourist with no change of footwear required. Just don’t go logging in these.

For those of you who only work outside and with your hands, you’re going to need a heavy boot for that. Why not try one of our top picks for best work boots and feel the comfort of elevated work boots yourself.

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Fall is a fickle beast. Unless you live at the extreme corners of the U.S. (we're looking at you, Florida and Hawaii), you likely need to prepare for sun, rain, cold, snow, hail, and locust swarms -- often all in the same day. Of course, layering is key. But a well-designed men’s jacket is just as important. For fall, that means lightweight materials that wear well, look good, and keep you comfortable in a wide range of weather. We scoured Amazon Fashion for some of the best, more affordable options. Once again, Prana delivers with its men’s Tremly Jacket.

This deceptively simple top layer is versatile, rugged, and handsome. Thanks to a blended face fabric of 98% heavy garment, washed organic cotton, it's light and comfortable enough to wear in the mild heat of a fall day. The addition of 2% spandex provides just enough stretch where you need it most. Plus, a quilted taffeta lining and 40g high-loft polyester insulation mean it's surprisingly warm when the mercury drops.

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Combat boots are great for outdoor activities, but have also evolved to feature sleek and polished styles, making them the best boots for the office.

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For his entire career, people have been talking about what Mark Wahlberg was wearing. In the early Nineties as the fresh-faced Marky Mark, he and his Calvin Klein undies towered from billboards even as his music climbed Billboard. The Aughts, the leather and skin and Jennifer Aniston in Rock Star, and the 2010s, satin trunks in the instant classic (and Oscar-winning) The Fighter. After decades of microscopic attention to what Mark Wahlberg is wearing (and especially what he didn't wear), it makes sense that in July 2020, the 49-year-old did the obvious and launched his workout clothing brand, Municipal.

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