A Travel Plan for Couples Who Don’t Agree on How to Travel
Kanebridge News
Share Button

A Travel Plan for Couples Who Don’t Agree on How to Travel

It takes work to bridge the gap when one member of a couple is Type A and the other is spontaneous

By Dawn Gilbertson
Wed, Jul 17, 2024 12:41pmGrey Clock 4 min

Forget about household chores and budgets. The biggest source of tension for some couples starts with a plane ticket.

You like to get to the airport early , they like to come in hot. You insist on checking a bag, they preach carry-on only. And then there’s the vacation to-do list: You need down time, they have FOMO if they don’t see everything.

What’s a conflicted couple to do? Instead of complaining about, or showing contempt for, your partner’s travel habits, learn to love each other’s quirks, tastes and temperaments. After all, you could both be right. Getting that advance ticket for a hot museum may be the only way to see it, and you may be surprised how nicely that afternoon nap hits you.

Short of separate vacations , the best way to address travel differences, a therapist and travelers who have (mostly) figured it out told me, is communication and compromise. You don’t have to be in a relationship to benefit from their lessons. The advice also applies to traveling with friends and family.

Learning to do less

When planning his honeymoon a dozen years ago, Chris McEwen drew up a long list of must-sees in Italy. His wife-to-be, who prefers leisurely mornings and wandering, wasn’t having it.

She told him, “Yo, pump the brakes dude. We are not doing all that,” McEwen, a 49-year-old IT professional in North Carolina, says.

In the end, he relented. And today, one of his favorite memories from the trip is spending hours walking around Rome’s Trastevere neighborhood at the end of their trip. He finally understood the joys of not doing much.

In the years since, they have continued to compromise. He still darts out of bed on vacation, but heads out for a walk and brings back coffee.

On a spring break trip to Arizona with their children, ages 5 and 9, this year, she agreed to his bucket-list slot canyon tour in Page, Ariz., despite also planning to see Scottsdale, the Grand Canyon and Zion National Park.

For an upcoming trip to New York City, he’ll go to a Broadway show with her (but not two).

Some travelers find middle ground. Others discover that the opposite approach that their significant other takes can work for them.

Valerie Paxton, a 61-year-old business adviser who lives near Phoenix, rarely takes a trip without creating a spreadsheet or Word document with every little detail. For an upcoming trip to Italy to celebrate her brother’s 60th birthday, the entries include the types of wine that will be served during a nearly $400 wine-pairing luncheon at Antinori winery in Tuscany.

She has travel-planning documents dating back to 2008 and says she will defend her meticulous planning “to my dying day.”

Her engineer husband isn’t convinced all the stressful planning work is necessary. “He’s like, ‘Why don’t you just not do it and we’ll just wing it?’ ” Paxton says. “And that’s where the tension is.”

He likes nothing more than seeing where the day takes them by talking to locals. She used to consider it a waste of time. On a trip to Napa for his 55th birthday last month, they had not a single plan. She didn’t even know the location of the vacation rental. They went on a 24-mile bike ride and then stopped into a local bar the shop owner recommended. At the bar, they got their recommendation for dinner.

“I may be a convert,” she says.

Travel as therapy

Psychologist Joshua Coleman counsels couples in his San Francisco-area practice and says travel issues are no different than many other conflicts in a relationship. Resolving them comes down to mutual, thoughtful conversation, he says.

“If people really feel understood and they emerge feeling like, OK, that person really gets me, they’re just in a much better position to want to compromise,” he says.

No good comes from simply giving in about, say, that weeklong vacation you’re dreading and then stewing about it. The other person will pay a price later, he says.

Coleman and his wife have been married for 35 years and found a workaround to their different vacation tastes. He loves activity and she loves relaxing at the pool or beach with a book. On a recent family trip to Hawaii they made time for lounging and a snorkeling excursion.

“If every vacation was a beach-read vacation, she would be completely happy and I would be completely insane,” he says.

Veteran Wall Street airline analyst Jamie Baker and his wife are travel pros who eloped nearly 30 years ago to take immediate advantage of his flight benefits at Northwest Airlines.

They decided early on to stay in their own lanes, he says. He handles all flight arrangements and his wife, a former chef, handles accommodations and dining reservations.

Baker is the stereotypical airport dad—on steroids. He insists his wife and adult sons are packed 24 hours before the flight in case their flight is significantly delayed or canceled and there’s an opportunity to jump on an earlier flight.

He’s gone so far to book a “chase car” in addition to his regular car service. This second car trails his travel party by about 5 miles, just in case.

The backup ride saved a trip to Japan several years ago after a tractor trailer accident brought traffic to a standstill. That car picked them up on the other side of the freeway and they dashed across the median with their rollaboards.

Baker says his preflight neurosis has gotten worse over the years because he can check air-traffic control, flight status, road conditions and more from his phone. His family has come to accept his flight prep as gospel, he says, and knows not to talk to him until they are at the airport.

“Once we’re at the curb, it’s all smiles and relief,” he says.



MOST POPULAR

Set on one of the city’s last absolute riverfront sites, The Riversdale by Mosaic combines irreplaceable waterfront ownership with one of Brisbane’s most significant residential opportunities.

Margot Robbie may have travelled from a Queensland farm to the highest reaches of Hollywood, but a reported $28 million property deal suggests the Gold Coast has never lost its hold on her. The Australian actor and producer is believed to be the mystery buyer of Redwood, a seven-acre Currumbin Valley estate transformed into the …

Related Stories
Lifestyle
The Rise of Million-Dollar Companies With Just One Employee
By 30/07/2026
Lifestyle
Dubai’s Property Boom Is Splitting Into Two Markets
By Staff Writer 29/07/2026
Lifestyle
Property of the Week: Longueville harbour home listed for the first time in a quarter of a century
By Staff Writer 17/07/2026
The Rise of Million-Dollar Companies With Just One Employee

Artificial intelligence is making it easier than ever to build a business without building a team. As AI takes over coding, customer support, marketing, administration, and other day-to-day tasks, a growing number of solo founders are scaling startups to millions in revenue with few—or even no—employees. While the trend is lowering barriers to entrepreneurship, it is also reshaping hiring, raising questions about the future of work and how businesses will grow in the AI era.

By
Thu, Jul 30, 2026 5 min

Ben Broca launched a company last December that offers AI tools to entrepreneurs. He’s already added 10,000 paying customers and is on track to bring in $10 million in revenue this year.

One thing he hasn’t added: any other employees.

The 40-year-old is part of a class of entrepreneurs who are launching, and then often running, new companies on their own. Artificial intelligence tools answer Broca’s emails, help write and debug code, field requests from customers, sign up new subscribers and grant refunds when issues arise.

Broca relishes his ability to make whatever decisions he wants on his own, often from his sun-drenched Sausalito, Calif., living room. “I think compromises make lukewarm results,” he said.

Once upon a time, running a business of a certain size required a team. AI is turning that assumption upside down, and more aspiring entrepreneurs are going it alone.

Ben Broca sitting in his home office.
Tech has seen an explosion of solo founders in the past year. Broca said he likes being able to work at his own speed, unencumbered by a team. Jonah Reenders for WSJ

An analysis by the payments company Stripe shows there are thousands of solo operators on the company’s platform that are generating over $1 million in revenue, with their ranks doubling between 2023 and 2025. The number of solo operators crossing the $10 million threshold nearly tripled in that same span.

In the past, people without business contacts or particular savvy might not have known how to get their ideas off the ground, said Ernie Tedeschi, Stripe’s chief economist. “Now, AI can be a built-in business partner,” he said.

AI’s ability to handle various administrative tasks makes it potentially useful for launching solo businesses in many fields. But the technology’s ability to also handle key tasks in tech, like coding, make that field a particular hot spot.

Analyzing Census Bureau data, Bank of America Institute economist Taylor Bowley found that among all industries, new business applications in the information sector have seen the biggest percentage increase—nearly 45%—over the past year. At the same time, the rate of information-sector applicants saying they plan to hire workers has experienced the sharpest decline of any measured industry.

This Census dataset doesn’t track solo-operated businesses. But the numbers broadly show—in tech and beyond—that applications are flat among businesses likely to hire workers, but generally rising elsewhere. Economists say that’s a strong sign that solo operators are on the upswing.

“The bar for getting started has never been lower,” said Julian Weisser, who runs a San Francisco-based accelerator for solo founders working in tech. The accelerator—which offers founders seed money and mentorship in exchange for an equity stake—attracted 4,500 applicants for 10 slots made available in its most recent cycle, nearly five times the number it drew when it launched last May.

Going it alone with AI can still be surprisingly expensive. Broca said he was losing money on many customers’ accounts while paying to access Anthropic’s Claude to run his clients’ requests—that AI company, as well as others, charges based on usage. He has since switched to free open-source AI models from China.

Broca said he has raised $30 million from investors and, at the same time, has saved millions in salary since he hasn’t needed a team of software engineers.

Another risk: If it’s easy for one entrepreneur to launch an AI-assisted business, copying them can be easy, too. This creates anxiety for founders like Troy Johnston, who runs an AI-assisted business alone in Orlando, Fla.

“Everybody has the sword and we all have the ability to unsheathe Excalibur now,” said Johnston, 40, who used AI to code an app that helps people get the most out of credit card benefits. The company makes around $3,000 a month in profit, with no employees, and is continuing to grow.

Headshot of Troy Johnston.
Troy Johnston said AI’s power and ease of use is an incredible boon for entrepreneurs like him—and also a double-edged sword. Luann Koerper

What one-person businesses will mean for the labor market remains to be seen. Polling has shown Americans are worried that AI will replace jobs, and top economists are wrestling with that possibility, too. But AI is also creating lots of new jobs, and the go-it-alone entrepreneurs show how the technology can both open doors and limit employment opportunities.

“If everyone’s hiring less, but you get four times more firms, what does that do to head count?” said Rembrand Koning, an associate professor at Harvard Business School who studies entrepreneurship. He co-authored a recent study that found that among 50,000 startups the researchers examined, those focused on AI tended to operate with 25% fewer employees.

Koning also believes a soft hiring environment that’s left some people mired in long job searches has encouraged more to try their hand at launching businesses.

Some founders cite different motives. “It’s a perfect storm of post-pandemic burnout and a re-evaluation of one’s priorities, and also booming AI and a sense of what’s possible,” said Samir Ahmad, 39, who lives in Breinigsville, Pa.

Two years ago, Ahmad decided to leave the corporate job he had worked at Verizon for almost two decades to start a solo coaching and consulting business. He had been seeing social-media posts touting the ease and virtues of AI, which he used to chart a business plan and help with marketing. “It was like my chief of staff, a second in command,” he said.

The business ultimately petered out within months, though, and Ahmad is now back to a full-time corporate role with a utility company.

For Claire Vo, 41, AI helped her turn a passing impulse into a business. She was working full-time as a tech executive when she tapped AI in late 2023 to help code an app that would help her manage documentation and design for new products, with customers ranging from financial services to healthcare firms.

“I was copying and pasting from ChatGPT,” said Vo, who lives in San Francisco.

Claire Vo smiling into the camera while recording a podcast.
Claire Vo used AI to code an app that’s on track to make seven figures in profit this year. Claire Vo

She put the app online for $1 a month, and within weeks people downloaded it thousands of times. Nearly three years later, Vo’s company—which she ran solo for nine months before hiring an engineer—now has 100,000 users and is on track to make seven figures in profit this year. AI handles the company’s marketing, sales and customer support.

While AI is a shortcut, Vo said her network and credibility in the industry were key. “I think people over-index on how easy AI is and under-index on how much I did to get to this point,” she said.

MOST POPULAR

From Italy’s $93,000-a-night villas to a $20,000 Bowral château, a new global ranking showcases the priciest Airbnbs available in 2026.

A record-breaking $11 million sale at The Centennial Collection has set a new benchmark for luxury apartment living in Bondi Junction.

Related Stories
Lifestyle
The Rise of Million-Dollar Companies With Just One Employee
By 30/07/2026
Property
Docklands first hotel branded penthouse seeks to break $20 million
By Staff Writer 18/12/2025
Property
Futureproofing the Workplace: Inside the Offices of 2050
By Jeni O'Dowd 04/12/2025
0
    Your Cart
    Your cart is emptyReturn to Shop