Millennials Share Their Tips for Working While Traveling the Globe


Originally published on Hipmunk’s Tailwind blog on April 11th, 2016. Read on for the work and travel tips from millennials:

When you’re still new to a career and trying to make a name for yourself on the job, it can be stressful to take vacation time.

Heck, forget traveling for pleasure—even business travel can feel stressful. When you’re juggling delayed flights or bad cell service with the desire to make a good impression on your clients and coworkers, travel can feel anything but relaxing.

But take a deep breath, because we’ve got some good news for you: You can travel the globe and continue to rock out at your job. Here’s how four hard-working millennials make it happen.


Jenn Hirsch. Photo credit Brandon Smith

Draw work inspiration from your travels.

As a surf retreat leader and a storyteller through (and founder of) Swell Story, Jenn Hirsch has learned firsthand that her travels can inform her work in big ways.

“My rule has always been to find inspiration from where you travel for whatever venture you have at present,” she says. “[My] work is highly creative yet grounded in the present—kind of like traveling to foreign countries and surfing in general.”

Communicate with your team before you leave.

Make sure your colleagues and clients have a sense of where you’ll be and what your availability will be like before you leave the office.

“Before a trip, I think it is important to meet with your team and third-party partners to make sure all bases are covered,” says Nolan Walsh, CEO of Thursday Boot Company.

Let folks know when you’ll be out of touch, and also aim to make yourself available at times when they’ll be working.

“I usually create a block of 3-5 hours that overlap with my work day back home,” says Hirsch. “This is a great tool to find overlapping time when you travel. Share your travel itinerary with your close team members, and let them know when you likely won’t be able to take calls. With advance communication, anything is possible.”

Use long transit times for work.

Instead of bemoaning the time you spend in transit, put it to productive use.

“You’re already stuck in a chair, and you’ll feel better getting work done than watching the in-flight movie you never really wanted to see,” says Walsh.

Bonus: Get work done on the plane or train, and you’ll have more free time to explore your destination.


Nolan Walsh at home in NYC

Stay charged.

The best hot spots and data plans won’t help you get work done if you can’t turn your devices on in the first place. Never underestimate the value of keeping your work gadgets fully juiced.

“I’d stress the importance of simply keeping your devices charged,” says Charlie Ellis, founder and managing partner of Oxford Consulting Group. “I always travel with two hefty battery packs, a power strip, and a ten-port USB hub.”

Embrace free time whenever it arises.

While business travel can take you to all corners of the globe, it can be tough to actually see those places when you’re sitting in meetings all day.

The solution? Go exploring whenever down time presents itself, says Hirsch, whether that’s during a midday lunch break or at the wee hours of the morning. Especially in major metropolitan areas (think London, Tokyo, or New York), there’s something to see no matter when you get a free moment. Don’t miss it.


Ricky Joshi (foreground) whitewater rafting in Tennessee

Mix business with pleasure.

“I really enjoy visiting places for business where I can add on a couple of extra days to explore an area,” says Ricky Joshi, co-founder and CMO of Saatva Mattress. “Los Angeles, Miami, and Chicago are great for this… I [also] really enjoy Central and South America, where I can go on a more adventurous trip. The Caribbean Island of St. Kitts and the Portland area of Jamaica are also personal favorites.”

It’s also smart to plan trips around your personal preferences.

“I’ve never fully adjusted to New York winters, so in Q1 and Q4 I’ll jump at any excuse to take a meeting or contract in Southern California,” says Ellis.

You’ll improve your mental state and your productivity if you go somewhere that inspires and uplifts you.

Roll with the punches.

It’s unavoidable: When you’re traveling the world, sometimes things go wrong.

Try discovering that your airline lost your luggage after you’ve touched down in Bolivia, as Joshi did. “Because I was so “off the grid,” it was so difficult finding a place to even try to call them to track it,” he says. “I finally gave into my fate and bought essentially a new, very light, wardrobe.”

It may not have been ideal, but Joshi made it work. When fate hands you lemons, go find yourself an orange.

Bonus: Practicing adaptability and efficient problem solving will serve you well on the job.


Charlie Ellis in Montana

Unplug every once in awhile.

It’s not a good idea to go MIA without letting clients and coworkers know you’ll be off the grid. But everyone—everyone—needs to unplug once in awhile, and that includes you. Do it responsibly by setting clear expectations before your digital detox, setting up an out-of-office email reply, and then committing yourself to not checking your email or phone, says Hirsch. Your mind will thank you for it.

Far from being a hassle, traveling as a millennial—for work or pleasure—doesn’t have to be a career killer. Communicate with your team, be open to expanding your horizons, and don’t forget to enjoy yourself. After all, there’s more to life than work.

18 Comment to “Millennials Share Their Tips for Working While Traveling the Globe”

  1. Andi says:

    I am on an adult gap year sabbatical after working 26 years in corporate America. I’m trying to figure out how I can work and travel together and this post provided some inspiration. I am always fascinated with people who can combine their passions into a lifestyle that works – bravo!

    • I share your admiration for those who never stop their travels. I am currently working on traveling more, even if I will take my work laptop with me 😀 Who knows, maybe I become fully mobile one day 😀

  2. I work these when on the road and learned a few things. Doesn’t matter if you’re a millennial or not, using the time and opportunities you find, culturing flexibility and unplugging are great skills to have while traveling.

  3. Hugo says:

    I work full-time yet I’m still able to travel around 1/3 of the year. Being able to take advantage of flights is really important and I get a lot of work done while flying.

  4. Erica says:

    These are great tips to live by. I can see how working on the road can be quite tiring. I plan to get into travel nursing once I move back home, so I’ll be able to put these wise words to use! I think taking time to do what you love is always rejuvenating.

    • Travel nursing? That sounds really cool! Yeah, working while on the road is draining. I had to work almost daily during a one month trip and was beyond exhausting in the end. I guess you get better at it in time, and you learn to compartmentalize better. I tended to get sucked in by either work or the actual traveling and visiting places.

  5. Bernard says:

    I have been in the corporate rat race, would love to do a silent retreat overseas, to stay charged and sane!

    • Fortunately, I moved away from the corporate world almost 8 years ago and started working from home. But I’d love a silent retreat overseas with no work whatsoever at some point 😀 Even if it’s a short one 😛

  6. Carol Colborn says:

    Oh how I wish I discovered these before. I had to wait til I retired to really travel! But then again that is also when I found my traveling partner!

  7. Fiona says:

    I wonder if I’d travelled more in my 20s (not just for business) I’d have been a bit better at working when I am travelling now. I just fail dismally!

    • Oh, I hear you! I haven’t traveled without work joining me in a long time and it’s always hard to keep up with both the fun and the actual work. Maybe if I trained early on, I would be better at it 😀

  8. Jenna says:

    Such great advice! Taking the time in transit to work is always a good idea–need to take the time when you can get it! Rolling with the punches is so important, too–you never know what will happen but learning to go with the flow can save so much stress!

  9. Megan says:

    Some really great advice. I love when I can turn my work travel into something fun. Next week I’m travel to Los Angeles for work and since it was cheaper to leave from there than home I’m heading off to Asia for two weeks. It saved me about $250 and travel time too.

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