Some Said They’d Flee Trump’s America. These People Actually Did.

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Unplugging and Yet Not

Just like late-1960s hippies, right? But living an untethered life has gotten easier now that many people need only a laptop and a fast internet connection to earn a living. Websites like Nomadlist help people decide where on Earth to go. The rise of Airbnb makes it easy to rent space in most corners of the globe with a swipe of your iPhone. Roving parents can find global play dates and moral support on Facebook groups like Worldschoolers, which has about 40,000 members.

Lainie Liberti, an administrator of the group, said it’s not just the tense political climate in the United States motivating people to leave. “People are not seeing a future,” she said. “People are starting to focus on living now and focusing on their children. They are re-evaluating what is important to them.”

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Chelsea Gillespie with her daughter, Kailen, in Old Town Split, Croatia.

Ms. Quain, who worked as much as 100 hours a week running her own company, worried about the values she was imparting to her daughters. “I don’t want them to grow up to be worker bees,” she said. “I want them to grow up to be freethinking entrepreneurs.”

Like many of the new expats, she is home-schooling (“worldschooling” is the more popular term.) Her daughters are learning Spanish at a Medellin day camp and spend their spare time playing Minecraft and Roblox, video games they sometimes play online with other traveling children. She hopes eventually they’ll start their own YouTube channel, if someone will teach them. “Once I get my business up and running,” she said. “I’ll hire people to teach them how to do things.”

What It Costs

Ms. Quain expects to spend about $1,700 a month on housing, day camp, activities and a nanny in Medellin. Paul Kortman, who, with his wife, Becky Kortman, wrote “Family Freedom: A Guide to Becoming a Location Independent Family,” estimates that a family could travel indefinitely on $60,000 a year, a salary he says could be earned with a little ingenuity.

“All you need to do is have a laptop and be an intelligent person,” Mr. Kortman said. “You don’t need a specific skill set.”

It does help, though. Matthew Gillespie, 31, works remotely full-time as a web designer, allowing him; his wife, Chelsea Gillespie, 30; and their 2-year-old daughter, Kailen, to travel indefinitely through Europe, blogging about it at Unsettledown. They left San Diego last May, finding it too expensive.

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Burdened by high rent, along with car and student loan payments, they did not see a future where they could buy a home in the area and still pay down their debts. “Our family was telling us to settle down,” Mr. Gillespie said from Prague last winter. “We just didn’t see the value in that.”

Last spring, and his wife sold their car, their furniture and most of their possessions for about $10,000. So far, traveling has been cheaper. In Croatia, for example, their expenses fell by 60 percent, allowing them to pay down their student loans faster. “If we can make it work, then we’re going to keep going as long as we can,” Mr. Gillespie said.

Mr. and Ms. Gillespie travel with High Sierra backpacks. Kailen has her own pack, too: a tiny one shaped like a bumblebee. They paired down their belongings to the bare essentials, although Ms. Gillespie did carry an orange Bebe skirt and Zara top around Italy all summer because she thought it would make for a great photograph in Florence (she got her shot and unloaded the outfit). “It was totally impractical,” she said.

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Jessica and William Swenson traveled with their family to Bali, Indonesia.

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J Swenson Photography

A nest egg makes such trips far less nerve-racking (just be wary of traveling somewhere like Monte Carlo and re-enacting that famous scene from 1985’s “Lost in America” when Julie Hagerty’s character loses it all at a Las Vegas casino).

Jessica and William Swenson are financing an 11-month around-the-world trip with their three small children through a mix of savings, inheritance, a severance package and the income from renting out their four-bedroom house with a pool in Livermore, Calif.

Last October, the Swensons set off for China, alerting local media outlets about their adventure. Mrs. Swenson, 34, a photographer, has an Instagram account and a YouTube channel called LetsAdventureSomeMore to document the whirlwind journey, and, perhaps, monetize it.

The family is traveling light, carrying only backpacks — even the children, Ezra, 8, Theo, 6, and Vesper, 5, have them — with a few changes of clothes. Mr. Swenson, 36, an accountant, bald with a full beard, wears a kilt. “He’s Scottish and loves the un-bifurcated life,” Mrs. Swenson said, speaking over FaceTime from an Airbnb in Bali, Indonesia. The family was waiting out a volcanic eruption, hoping their flight to Australia would not be canceled because of ash.

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Sonja Jernstrom and her husband, Chris Jernstrom, with their two children in Bolivia.

Surprising Emotions

The Swensons embarked on the trip as a sort of lemonade-from-lemons move after Mr. Swenson’s job relocated, his mother died and the family’s live-in child care moved out.

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“We were like, ‘That removed all our obstacles,’” Mrs. Swenson said. But even though social media is accessible from around the world, they were also relieved to escape what Mrs. Swenson describes as “a general feeling of anger and bitterness,” that had descended on the progressive Bay Area in the months since Mr. Trump became president. “I’m not really political,” she said. “I try not to engage.”

Of course, sometimes people they meet abroad want to talk United States politics. This the Swensons deflect. “We kind of put the kibosh on it,” Mrs. Swenson said. “We’re here to be students, and not talk about horrible things.”

But not everyone who takes their life on the road does so to escape an unsatisfying one. Sonja Jernstrom, 37, and Chris Jernstrom, 36, left their home in Seattle in June to take a 14-month trip around the world with their two children, Ben, 7, and Emma, 4.

They’re driving through the Americas in a truck with a 70-foot camper before they head off to Asia, the Middle East and Europe. “It was an opportunity to take a midcareer break,” said Mr. Jernstrom, who quit his job in investment management; Ms. Jernstrom is a former environmental scientist. The family is financing their travels with savings and income earned renting out their four-bedroom house out on Airbnb.

Seeing Latin America has been eye-opening. When Mr. Trump was elected, “we both felt like, ‘Gosh, maybe we want to move to Europe,’” Mr. Jernstrom said from Chile. But “this trip has made me appreciate so much about how much we have in the U.S. It’s made me feel like I want to go back to the U.S. and make things better at home.”


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