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Unglamorous Assignment

It’s easy to idealize life in a van as all open roads, empty schedules, and fiery sunsets. But living in a trailer doesn’t eliminate the day-to-day demands of work deadlines, bills to pay, and health and wellness to manage. If anything, it makes these existential issues more challenging. Before you sell your house and hit the road, it’s worth considering the realities.

Now, I’m not complaining. At the moment, I wouldn’t trade the simplicity and variety of living in an Airstream for anything. Last week, I biked a trail that might have been my favorite mountain bike ride of the year, and I’d likely have never have seen it if we didn’t live on the move. But in this day of shiny Instagram brands and “fake news,” it’s important to realize that every life, even #vanlife, has its realities.

Doing Laundry

My own personal hell would be eternity in a public laundromat. These places are the antithesis of the calming silence of a backcountry campsite. Worst of all, it feels like the washers have a special setting to capture socks (I invariably end up missing one from a favorite pair) and the dryers’ two settings are either “Sopping” or “Shrunk.”

Personal Hygiene

The agony of the laundromat—combined with minimal drawer and closet space—means my wife, Jen, and I end up wearing the same clothes for a week. That’s not really a big deal until a neighbor stops by and can’t avoid staring at that big guacamole stain on my chest. And while I’d never ride in the same chamois two days in a row at home, it’s standard practice on the road. Showers are fewer and farther between, too. When you have 39 gallons of fresh water for a week or two of cooking, bathing, cleaning, and drinking, there’s no luxuriating in hot water every night. The worst case was last winter, when we traveled in cold climates and so ran Artemis, our Airstream, completely dry for a few months. After one eight-day stint in the backcountry, we opted for truck-stop showers between campsites. When I tried to pay, the clerk comped my shower because she thought I was homeless.

Sleeping in Parking Lots

We spend a lot of time planning our moves and scouting Google Earth for public land campsites. Mostly it works out. But occasionally, we either don’t reach our destination in time or we get there and find the site occupied or impossible to access with Artemis. The fallback is a Wal-Mart, a church, or a truck stop. Even with the shades drawn, sleeping under street lights is reminiscent of interrogation scenes in movies. Cars coming and going all night long wake me from fitful sleep with their engines and doors or keep me up entirely wondering why people are hanging around at 3 a.m. in the first place. And few things feel more shameful than rising in the morning and walking across a busy parking lot to get a coffee and use the store’s bathroom.


The number-one rule of living in a trailer is that something is always in need of repair. Washboard two-tracks and jouncing forest roads have a way of rattling everything apart. I have tightened or replaced every single door and cabinet latch in the two years since we moved in. A few times, having neglected to latch the fridge door completely, we arrived to find the trailer floor shattered and smeared with food. Last summer, when we took my niece to Chaco Canyon, which sits at the end of a terrible dirt road, we opened up Artemis to discover the stove fan snapped from its housing and sitting on the stovetop. And then there was the time when, in less than 24 hours, we got not one, but two flat tires—both of which I had to inflate using a bicycle pump to get us to a dealership for replacement.


If you are a person who desires structure and a consistent schedule, Airstreaming is not for you. Earlier this summer, we found an incredible backcountry site high up in the Sangre de Cristo mountains, where we planned to stay a few days before appointments back home in Santa Fe, New Mexico. Then came the rain, turning the road into an impassable, slippery, rutted mess. There was no leaving. Worse still, we had to walk several miles (the mud was even too much for the bikes) to get cell service so we could cancel the appointments. 

Compromising on Food

Having worked for years as a baker and written as a restaurant critic, I’m a food snob. But I’ve had to check the culinary proclivities at the trailer door. At home, we go to six or eight different places to get exactly what we like to eat: organic fruits and veggies from the local co-op and farmer’s market; bulk items like grains and flours from an inexpensive retailer; chicken and pork from a small butcher shop; fish from the seafood place; tortillas, chips, salsas, and chile from the Mexican market; charcuterie from the cheese board. On the road, we’re often lucky if the sole grocery store in a town has organic options, and, if it does, the produce is often beat-up, wilted, and not worth the money. I consider this conditioning to eat whatever is available—and enjoying it—mostly a good thing. It makes us more flexible. Until we run out of our favorite coffee or Trader Joe’s biscotti, that is.


Life on the road is thrilling, with new views and trails and restaurants and people at every turn, but it can also feel lonely. We have a deep network of friends back home in Santa Fe, but we see them very infrequently these days. It’s true that we’ve passed through town more in the last year than we anticipated, but even on quick visits, it’s tough to pack in everyone we’d like to see and everything we want to do. I wouldn’t characterize it as being home sick; but if connection and rootedness is important to you, road life can feel disconnected.

Buying Things You Already Own

I am a spendthrift, and if there’s one thing I hate more than anything (other than the laundromat), it’s having to purchase something that I know we already have back home. Last fall, for instance, after an epidemic of flat tires on my bikes that exhausted our travel cache, I had to break down and purchase bike tires even though I have a wellspring of them in my garage. Then there was the time last year that we ended up in Idaho without a headlamp and had to buy one in spite of the half dozen we had cached elsewhere in boxes and packs. The worst, though, is when we pay for steaks or hamburger knowing that our freezer back home is still topped up with elk that we harvested last year.

Getting Your Mail

There are still things that arrive only by snail mail, for instance notifications of jury duty and audits (both of which we found out the hard way). We have a post box in Santa Fe, and the company is good enough to forward our mail to us every few weeks or month, at whatever address we request. Still, it’s easy to miss critical bits, like wedding invitations and voter registration. And when you have clients who pay you through the mail, an extra month for forwarding isn’t exactly helpful. 

Well-off kids who don’t have to work or take care of a sibling during the summer can embark on elaborate journeys to find or foster their passion. They can volunteer for an HIV program in Africa, study health care in the Caribbean or immerse themselves in Mandarin in China. They can code at camp, hone up on Graph Theory and Combinatorics at Harvard or do an internship at the Stanford Medical School (beware: last year 1,300 kids applied for 70 spots.)

Or, they could get a job.

Not an internship at their uncle’s architecture firm, or a glorified filing job at their neighbor’s investment bank: jobs like scooping ice cream or flipping burgers, where no kid is too special, they actually earn money, and they get to see life through a radically different lens.

“The lessons are huge,” said Richard Weissbourd, a lecturer and researcher at Harvard’s Graduate School of Education. “You see how hard people work, how rude and unthinking people can be to them.”

“It’s a real lesson in how to treat people,” he added.

Weissbourd, who wrote a report on how to change the college-admissions process to stem the insanity it breeds, said that many parents think that high-profile internships broaden horizons. Not so: “For many well-off kids, we are narrowing their options,” he countered. “Those are the only jobs that are elevated as having meaning.”

Will it help or hurt with colleges?

Starting in high school, many parents wonder how to structure their kids’ summers. The iterations are endless: academic enrichment or sports? Music or animation? Hip hop or gaming? Should parents let kids free-range it, and take a break from their amped up school-year schedules? Or should they hone up on biochemistry while prepping for the SAT and practicing the oboe?

And beneath all of that: What do colleges value?

“Colleges will forever find holding a job more attractive, and far sexier than going to Costa Rica to build houses and surf in the afternoons,” said Susan Warner, an independent college counselor in New York City.

Irena Smith, a former Stanford admissions officer who now runs a private college-consulting practice in Palo Alto, recalled a student whose stand-out essay was about her summers working in fast-food. “Given the population of students I see, she probably shone like a diamond in the applicant pool at Harvard,” she told the Atlantic.

The student was accepted at many Ivy League schools—not because of the job, but because of the way she viewed the world and captured it in her writing. But the job helped her develop the perspective. “Kids think summers are part of the community service Olympics, that it’s about finding a high-profile, impressive activity,” said Weissbourd. “That’s not what colleges care about.”

Building character

Colleges want kids who know who they are and what they want. Jobs can help with that.

Michele Borba, author of Unselfie: Why Empathetic Kids Succeed in Our All-About Me Worldargues that empathy builds resilience, but that empathy is a verb, not a worksheet: we have to work for it. She interviewed 500 kids for her book to ask them what helped them most in becoming more empathetic—the majority reported it was exposure to different views.

“We are more likely to empathize with those in our own social hub,” Borba said. More privileged kids live in more privileged hubs; the more exposure they get to differences, the better. “Exposure helps them see that others have the same feelings or likes or needs,” she said.

Kids with jobs have benefits for parents too. Teens often hate parents’ rules. But good luck to them if they try to challenge, or defy a boss managing a large staff of people living on the minimum wage.

“Any way you turn it, holding a job is one of the most important things an adolescent can do,” Warner said. They have to get up in the morning, manage their time and money, pay taxes, and be responsible to a schedule that neither kid nor parent designed.

Another perk: they have to put away their phones.

For all its merits. admissions officials are not seeing a surge in real-world summer job experience. Bruce Poch, the former dean of admissions at Pomona College told me here that his colleagues in the admissions office used to joke:

“…that they were witnessing the ‘complete disappearance of summer jobs,’ especially among upper-income applicants who opted for “decorative” internships at places like investment banks, where they could work with friends of their parents.”

Instead of helping kids tailor the most impressive-sounding summer, maybe we should help them with a character-building one.

“A service job is an opportunity for well-off kids to have exposure to something they won’t at any other time in their life,” said Harvard’s Weissbourd.

And you don’t have to pay for it.