The ultimate trading-floor flex? A Snoopy Swatch. Or a Casio calculator. Why lots of money men (still) favour novelty watches.
3 min
How do you tell the time? Neal W. McDonough, the COO of a finance and policy startup in Ho-Ho-Kus, N.J., looks to Charlie Brown, the loveable, miserable “Peanuts” protagonist. An illustration of the character occupies the exec’s watch dial, Brown’s stout arms acting as the minute and hour hands.
McDonough, 55, bought the kooky Timex for a Valentine’s Day trip about five years ago, along with a matching model depicting Lucy van Pelt (Brown’s frenemy) for his then-girlfriend. To his surprise, he kept wearing the $150-ish ticker after the trip. “It’s now my business watch,” he said, adding that such a non luxury model can telegraph that he’s under no obligation to be flashy. “I have nothing to prove to anyone,” he said. “And the fun thing is, a lot of people notice [my watch].”
Though finance guys famously flaunt Rolexes or Patek Philippes on their wrists, an established subspecies of money men goes the other way entirely. In place of a sleek steel case and elegant ceramic dial? Mickey Mouse. SpongeBob SquarePants. Fanta-orange rubber straps.
Over the years, highfliers have made headlines for sporting Swatches. (See: Blackstone Group CEO Stephen A. Schwarzman or former Goldman Sachs CEO Lloyd Blankfein .) That “wealthy guy, cheap watch” ethos continues to resonate in boardrooms and on trading floors, with men of all seniority levels embracing plasticky, offbeat designs, from superhero models to calculator Casios. Many resemble something you might win in a claw machine. Priced from $30 to a few hundred bucks, they’re a bit of fun and a different sort of flex, conveying an “I don’t need a Rolex” bravado that comes from having made it. Call them anti-status watches.
Patrick Lyons, the managing partner of a family office in New York, rotates two contrasting watches: a 1988 Santos de Cartier and a Nickelodeon “SpongeBob SquarePants” model with a tangerine strap.
The Cartier, a family heirloom, is a slice of French sophistication; the Nickelodeon dial features a giant image of a pink starfish named Patrick Star who lives under a rock. Lyons, 35, likes that the second watch is idiosyncratic—and that its starfish shares his name. “I wear that more often than my Cartier,” he said, adding that he hopes to pass down both models to future offspring.
Leroy Dikito, 42, an executive director at JPMorgan Chase in New York, chose his $450 “Avengers” watch from Citizen because it reminds him of his father, who loved comic books. Though its stainless-steel strap reads urbane enough, its cheerfully garish dial slices together images of the Hulk, Iron Man, Captain America and other superheroes. Working in finance, you need to be “serious all the time,” so a fun watch brings welcome levity, said Dikito. “People need to know there is more than the big job and the title.”
Since a suit can only inject so much colour, a watch offers that rare opportunity to “show off your personality,” said Eli Tenenbaum, 36, the director of corporate development for a New York private-equity firm. Plus, he noted, “If you wear a fancy watch, chances are someone else may be wearing the same one.” Tenenbaum runs little risk of twinning with a colleague when he straps on his Mickey Mouse or Snoopy Swatches, worn with premium Brioni or Zegna suits.
Evan Vladem, 37, considers his Casio calculator watch a neat “ice breaker” when schmoozing, a professional obligation for the partner at a financial advisory in Fort Lauderdale, Fla. “It came in handy to break up awkward moments,” he said of the black, $30-ish design, a Casio classic. At a dinner with an insurance partner a few years ago, he recalls, the conversation petered out after an exchange about a client’s situation, which involved some financial arithmetic. “I pulled out my wrist and said, with a smile, ‘Well, I’m happy I have my trusty calculator watch to help me here,’” said Vladem. “We both laughed. [It] kicked off another conversation.”
Even men who have invested heavily in high-end horology seem to be falling for cheap, kitschy designs. Scott Jay Kaplan, 44, a film producer and financier for Brooklyn company CoverStory, owns pricey models from Rolex and Audemars Piguet. But for daily wear he’s currently favouring a super-chunky $25 watch he bought in Argentina this past winter, a model similar to a G-Shock but by an unfamiliar brand. He says he has received a lot of compliments on it, and it has held up surprisingly well. “I bought it because it looked silly,” he said. “Not for clout.”
McDonough, the Charlie Brown fan, urges anyone considering a novelty ticker to follow just one rule: Don’t splurge. “I think the whole idea of luxury watch brands coming out with ‘kitsch’ watches is…a little bit absurd,” he said. “So anything over, say, $500 would be out.”
Prop styling by Marina Bevilacqua
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Some have no qualms about treating ChatGPT like their servant; ‘Just like humans, AI can’t always be the bigger person.’
4 min
California couple Vikas Choudhary and Ridhi Sahni can’t agree on one thing: How polite must one be with ChatGPT?
Choudhary, the founder of an artificial intelligence startup based in Palo Alto, has fawned over the chatbot from OpenAI ever since it helped him squash a massive bug in his code.
“You’re a rock star,” he once told the AI chatbot.
“I’m super thankful for it, and I thank it quite a bit actually—especially if I think I was rude to it earlier,” said Choudhary.
His wife couldn’t care less. “If I’m using a microwave, I don’t go like: ‘Dear LG, Please heat this up.’ I just press a button and get on with my day,” said Sahni, who also works at a tech company.
She uses ChatGPT to generate cute greeting cards for friends’ babies.
“I think of this as purely transactional,” she said.
As talking to chatbots is now becoming more like normal conversations, AI users face an awkward ethical dilemma: Bots are programmed to be polite, but do we have to reciprocate? Is it wrong to speak harshly to them?
The debate has spilled onto social media where many people say one should practice politeness even with bots. Others think wasting kind words conversing with code is inefficient.
“I know AI isn’t real but it feels so rude if I don’t greet and thank it,” one user wrote on Reddit, prompting hundreds of comments and a lively debate over whether bots are keeping tabs on who is nice to them.
Some shot back with sarcasm. “AI will want to extinguish human race but not that one, he said ‘please and thank you’ 30 years ago to my 4.0 version,” one user wrote.
“I treat chatgpt like it’s my servant,” another said.
A recent survey showed Americans are split on being polite to AI. About 48% of 2,000 Americans surveyed by Talker Research thought it was important, with Gen Z respondents being the friendliest to bots. Around 27% of people agreed it was OK to be rude with or shout at bots.
One study out of Japan—a place where rules of etiquette are ironclad—concluded that being nice to ChatGPT can pay off. Impolite prompts “may lead to increased bias, incorrect answers, or refusal of answers,” the researchers found.
They found that the thesis held true across English, Japanese and Chinese.
Microsoft , which has added chatbots to its top products, says AI may not react well to bad behaviour as it is built to mimic human reactions.
“If you speak to the model rudely, you can expect it to be difficult with you too,” said Microsoft’s Chief Scientist Jaime Teevan.
“Just like humans, AI can’t always be the bigger person,” Microsoft said in a blog post.
Engineers say it helps to add phrases like “take a deep breath” to make models produce better answers. They joke that generative AI has a “praise kink” for its apparent need for positive affirmations and potential rewards.
In one experiment, ChatGPT gave longer answers when lured with a tip. The results indicated that responses were 11% longer when offered a $200 tip and 6% longer for a $20 tip. No real tips were paid during the experiment.
“The litmus test for how good a person you are is if you are nice to a waiter,” said Alana O’Grady, an executive at a tech startup based in San Mateo, Calif. “In the future, it’ll be how kind you are to your AI companion.”
O’Grady has used ChatGPT for a host of activities—from summarising reams of documents at work to recommendations for a family vacation to Lake Tahoe.
Her interactions start with a “Could you please” and end with “Great job,” or “That’s perfect!”
“People will think I’m crazy if they see how I talk to a computer,” she said.
Now O’Grady is training her children on the right etiquette by being polite to Apple ’s virtual assistant, Siri, around them. Her 4-year-old daughter recently said “I love you” to Siri.
Judith Martin—the author behind decades of “Miss Manners” books and columns on etiquette—suggests people be polite. She even thinks getting Siri or Amazon Alexa’s attention with a “Hey” is unacceptable.
“When it is one’s constant companion—and particularly in the presence of children—such devices should be treated with civility,” she wrote in one column .
Others disagreed, saying there should be a distinction between how people talk with people vs. bots.
Some humans are now turning to AI for help with etiquette. Frankfurt-based software developer Laszlo Deak uses a chatbot to vent and translate his work frustrations into polite prose.
He asked ChatGPT how to constructively tell another team that their product was bad. It suggested using kinder phrases to say it wasn’t working as well as expected.
“When you’re in the moment and angry, it takes extra effort to rephrase the whole thing,” said Deak. Reading ChatGPT’s iteration “helps me to calm down.”
He has also used ChatGPT to draft Slack messages to colleagues when they’re being difficult.
Mazen Lahham, a Dubai-based tech executive, said his company’s AI was better at satisfying angry and aggressive callers than its human call-centre workers.
“The AI learned to absorb and react in a calm, professional manner, something that can be very challenging for a human,” he wrote in a LinkedIn post.
Choudhary, the Palo Alto-based startup founder, is betting his good behaviour might pay off someday. “In the future if the AI overlords take over, I just want them to remember that I was polite.”
