Stylish guys are now embracing a refined, almost old-timey, style: ‘It projects power and confidence.’
3 min
On a recent trip to the new Manhattan flagship for Stòffa, a menswear brand, Colin King made a beeline for the back of the store. The 36-year-old stylist and artistic director had booked a made-to-measure appointment—but not for a suit. Instead, he chose a cotton-silk shirt, relaxed pants in a classy wool, and a drapey, chocolate-brown shirt-jacket, all for his everyday wardrobe. He also snapped up slipperlike suede loafers. “They’re so handsome,” he said.
Lately, the way men like King dress has undergone a subtle shift. Those in the know have been embracing a more refined and considered, if not quite formal, style. “There’s a real move toward relaxed elegance,” said London designer and tailor Charlie Casely-Hayford. “It looks effortless, there’s a nonchalance, but it projects power and confidence.” Stòffa, a newly buzzy, 10-year-old label embodies the look.
Despite a few modern tweaks, we’re talking about the kind of get-ups that Cary Grant might have worn to lounge about—polished yet unstuffy, and with a certain old-timey appeal. The look is linked to the much-talked-about “quiet luxury” movement, but it often has “more personality than quiet luxury,” said David Telfer, creative director at British brand Sunspel. Think flowy, pleated pants, bold polos, souped-up chore jackets and loafers with waferish soles.
Lots of men who now crave easy elegance were stocking up on streetwear a year ago, according to Dag Granath, co-founder of Saman Amel, a Stockholm brand known for its tasteful tailoring. “What we’re seeing is that a 28-to-38-year-old customer is swapping out [streetwear from] high-end fashion labels for a bit of tailoring to anchor the rest of their wardrobe on,” said Granath.
Jon Gorrigan, 43, a fashion photographer in London, used to live in casual streetwear. But he’s “dressing smarter now,” he said, “more like my grandfather, who was a real sharp dresser. He wasn’t a rich man, but he always looked elegant.” He’s swapped sweatshirts for striped polos from London brand King & Tuckfield, and the odd fun piece like a faded Gitman Vintage Hawaiian shirt. Dressing “with more consideration,” as he put it, “makes you feel more grown-up.”
A pair of Saint Laurent loafers were Gorrigan’s entrée into elegance. “They are lower profile, which feels more streamlined, with a subtle monogram,” he said. Indeed, slim-soled shoes, from moccasins to sneakers, help define the modern Cary Grant look. “Men want slimmed-down shoes to go with the new, smarter, classic look,” said Tim Little, creative director and CEO at Grenson, a British shoemaker. The chunky, lug-sole bases that have reigned for years appear to have undertaken a juice cleanse. Current hot, refined styles include leather slippers by Lemaire, Saman Amel’s suede moccasins, and super-lean sneakers like Dries Van Noten’s suede style and Miu Miu’s interpretation of the New Balance 530. A finer shoe “feels a bit more dressy and chic, and won’t dominate the whole outfit in the way a chunky boot would,” said Granath.
Such streamlined kicks go nicely with flowy linen trousers, dark denim and polo shirts—whether preppy buttoned styles or “Johnny collar” polos , a sexier, buttonless take. Sunspel reports that sales of its Riviera polo, a trim design sported by Daniel Craig in “Casino Royale” (2006), have increased by 51% in the U.S. in the last four months, year on year. On the brand’s website, this polo is most often bought with an unstructured linen blazer, noted Telfer.
Those who want a tad less formality than a blazer will appreciate how the humble chore jacket is being reworked in luxe fabrics. The results feel easy yet urbane. See Zegna ’s floppy, silk-linen take, or upcoming fall designs from Scotland’s Johnstons of Elgin made from premium merino and Scottish tweed.
Though elegant dressing reads as expensive, you can score the look at reasonable prices. Accessible labels like Madewell, Percival and Cos sell sophisticated polos and roomy, pleated trousers. Meanwhile, you can find streamlined loafers at OG brand G.H. Bass for $175.
Elegant needn’t be boring, noted Bryan O’Sullivan, 42, a design-studio founder who’s based in both London and New York. His workday uniform consists of high-waist pants and taupe knit polos, “which does feel quite Cary Grant,” he said. But he’ll occasionally add “a splash of flair” with choice items like Bode cream pants embellished with quilted cats.
He said the confidence that this pulled-together, slightly offbeat look projects is good for business. “When you’re trying to convince a client of your creative vision, it does help if you look the part.”
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Rugged coastal drives and fireside drams define a slow, indulgent journey through Scotland’s far north.
A haven for hedge-fund titans and Hollywood grandees, Greenwich is one of the world’s most expensive residential enclaves, where eye-watering prices meet unapologetic grandeur.
Their careers spanned the personal computing, internet and smartphone waves. But some older workers see AI’s arrival as the cue to exit.
4 min
Luke Michel has already lived through two technology overhauls in his career, first desktop publishing in the 1980s and online publishing later on. But AI? He’s had enough.
So when his employer, the Dana-Farber Cancer Institute, made an early-retirement offer to some staff last year, the 68-year-old content strategist decided to speed up his exit. Before, he had expected to work a couple more years.
“The time and energy you have to devote to learning a whole new vocabulary and a whole new skill set, it wasn’t worth it,” he said.
It isn’t that he’s shunning artificial intelligence—he is learning Spanish with the help of Anthropic’s Claude. But, at this point, he’s less than eager to endure all the ways the technology promises to upend work.
“I just want to use it for my own purposes and not someone else’s,” he said.
After rising for decades and then hovering around 40% in the 2010s, the share of Americans over 55 years old in the workforce has slipped to 37.2%, the lowest level in more than 20 years.
The financial cushion of rising home equity and stock-market returns is driving some of the decline, economists and retirement advisers say.
But for some older professionals, money is only part of the equation.
They say they don’t want to spend the last years of their career going through the tumult of AI adoption, which has brought new tools, new expectations and a lot of uncertainty.
Many people retire when key elements of their work lives are disrupted at once, said Robert Laura , co-founder of the Retirement Coaches Association and an expert on the psychology of retirement.
“Maybe their autonomy is being challenged or changed, their friends are leaving the workplace, or they disagree with the company’s direction,” he said.
“When two or three of these things show up, that’s when people start to opt out.”
“AI is a big one,” he adds. “It disrupts their autonomy, their professionalism.”
Michel, whose work required overseeing and strategizing on website content, has been here before.
When desktop publishing arrived in the 1980s, he was a graphic designer using triangles and rubber cement.
The internet’s arrival changed everything again. Both developments required new skills, and he was energized by the challenge of learning alongside colleagues and peers.
It felt different this time around. “Your battery doesn’t hold a charge as long as it used to,” he said.
He would rather spend his energy volunteering, making art, going to operas and chairing the Council on Aging in North Andover, Mass., where he lives.
In an AARP survey last summer of 5,000 people 50 and over, 25% of those who planned to retire sooner than expected counted work stress and burnout as factors.
About half of those retired said they had left work at least partly because they had the financial security to do so.
In general, older Americans are less likely than younger counterparts to use AI, research shows.
About 30% of people from ages 30 to 49 said they used ChatGPT on the job, nearly double the share of those 50 and older, according to a 2025 Pew Research Center survey of more than 5,000 adults.
Baby boomers and members of Generation X also experienced the sharpest declines in confidence using AI technology, according to a ManpowerGroup survey of more than 13,900 workers in 19 countries.
“We as employers aren’t doing a good enough job saying (to older workers), we value the skills that you already have, so much so that we want to invest in you to help you do your job better,” says Becky Frankiewicz , ManpowerGroup’s chief strategy officer.
Jennifer Kerns’s misgivings about AI contributed to her departure last month from GitHub, where the 60-year-old worked as a program manager.
Coming from a family of artists, she said, it offends her that AI models train on the creative work of people who aren’t compensated for their intellectual property. And she worries about AI’s effect on people’s critical-thinking skills.
So she was dismayed when GitHub, a Microsoft-owned hosting service for software projects, began investing heavily in AI products and expecting employees to incorporate AI into much of their work. In employee-engagement surveys, the company had begun asking them to rate their AI usage on a scale of 1 to 5.
When it came time to write reports and reviews, colleagues would suggest that she use ChatGPT.
“I’d be like, ‘I have no idea how to use that and I have no interest in using AI to write anything for me,’” she said.
It would have been more prudent to work until she was closer to Medicare eligibility, she said. But by waiting until her children were out of college and some of her stock grants had vested, the math worked.
Her first act as a nonworking person: a solo trip to Scotland, where she took a darning workshop and learned how to repair sweaters.
“The opposite of AI,” she said.
Employers already under pressure to cut workers—such as in the tech industry—may welcome some of these retirements, said Gad Levanon , chief economist at Burning Glass Institute, which studies labor-market data.
“The more people retire, the fewer they have to let go,” he said.
Some of the savviest tech users are also balking at sticking around for the AI upheaval. Terry Grimm, who worked in IT for 40 years, retired from his senior software consultant role at 65 last May.
His firm had just been acquired by a bigger firm, which meant learning and integrating the parent company’s AI and other tech tools into his work.
Until then, Grimm expected he might work a couple more years, though he felt that he probably had enough saved to retire.
“I just got to the point where I was spending 40 hours at work and then 20 hours training and studying,” said Grimm, who has since moved with his wife from the Dallas area to a housing development on a golf course in El Dorado, Ark.
“I’m like, ‘I’ll let the younger guys do this.’”
