Creative work while traveling — your survival guide

Photo 28 I took this photo yesterday in Lake Tarawera, Rotorua, New Zealand

A couple years ago I wrote about the myths & realities of long-term travel while running a business: How to (REALLY) Travel the World, Run Your Biz & Not Go Broke or Crazy.

In that epic post, I demonstrated that:

  • working on the beach sucks ass, and is a lie
  • executive function is your most precious resource
  • compartmentalization is your friend
  • you should travel like a snail
  • and pay out the nose to avoid internet cafes

But many questions remained, such as “What kind of work can you actually get done while you’re traveling the world?”

Now that Thomas and I are off on another month-long trip with many stops, it seems like a great time to start on Part 2.

Enjoy this dispatch from semi-sunny Rotorua, New Zealand!

Being Creative on a Long Trip is Nigh Impossible

Packing, unpacking, moving, finding your accommodation, hunting down the local cafes and grocery stores and figuring out the grill and getting out the maps and picking your fun to-do’s for each spot… that’s the stuff great vacations & great adventures are made of.

And it sucks for trying to work.

Long-term travel like that burns executive function like a… like a…. I’m reaching for a metaphor here but (ironically) none are arriving in my brain. What burns a lot? Steam engine? Yeah. Let’s go with steam engine.

Long-term travel burns your executive function like a steam engine burns coal. There we go.

Executive function, aka willpower, is the stuff that creative work is made of. It’s what you need to sit down for a length of time, tune out distractions, and bring the full power of your attention to bear on a problem.

And unlike an actual steam driven train, you don’t have any burly sooties to keep your brain tootling along. (Or if you do, send them my way please!)


That’s why working on stuff that requires tons of creative discipline? Not so great for travel. Either you’ll get shit for work done… or you’ll get shit for enjoyment out of your trip. Pick one, you lose.

Luckily that’s a false dichotomy. There’s a third way to work, the smart way: Use what executive function you have in the most efficient way possible.

What kind of work can you really (truly, actually, for realz) get done?

My advice is to stick with projects & tasks that are:

  1. modular
  2. well-defined
  3. comfortable, routine
  4. creative, in a corralled & controlled way

That way you’ll be able to work in batches, finish things, and draw on the power of knowledge, habit & familiarity to power you through any executive function shortages.

Modular, well-defined, routine, corralled work looks like…

So for me, on this month-long trip, I’m working on three things in order of Executive Function drain:

Assessing Freckle’s workflow and working on incremental design improvements. Not a redesign, but a refinement. Focus Level: Medium. Why so low? Because, for the most part, I will be tackling one interaction (or at most one ‘screen’) at a time. I won’t need to do the huge mental marathon of synthesis & symphony for a full redesign.

Mentoring students in the 30×500 Exercise program, once a week live chat (2 hours) and periodically by email. Focus Level: Medium-Low. What? Am I not paying attention to my students? Au contraire, I very much pay attention. But 30×500 is something that gives me crazy flow; I’ve been doing it for 4 years now, I live and breathe it. I’m actually in 30×500 mode all the time. It is comfortable, familiar, routine, modular (once a week chats, email every other day or so).

Writing some new blog posts/ebook chapters. Focus level: Medium to Medium-Low. I love me some writing. Once I do a quick outline, I can bang it out quite comfortably. Comfortable, familiar, routine, and modular again… write a post, it’s done. Bam. And creative, in a controlled way, because writing for me is less about crazy genius and more about helping my reader achieve some small something.

None of these things are new to me… even though the work product itself, the deliverable, is new. I’m not designing a new app; I’m not starting a new project; I’m not running a new class. I’m keepin’ on keepin’ on.

And these things are also…

5. No Urgent Work, No Firm Deadlines

I’ve done work to hard, unmissable deadlines while traveling. It is the very definition of hell.

Fixed, firm deadlines mean there is no room for error. Need the internet? There will be no internet. Need to get somewhere? The weather will fight you. You’ll break your laptop; your cell phone; you’ll need to download a file and it’ll be corrupted and you’ll have to download it again; your rental car will break or the internet cafe will close for a leak. That’s just how the universe works.

(When you try to outfox the universe and plan in some extra space for error, the errors simply get bigger… and they outfox you.)

What will happen if I don’t finish the Freckle design work on this trip? We’ll ship the design updates later. No big deal.

What will happen if I miss a 30×500 chat? Unlikely, and unfortunate, but in the worst case scenario my partner in crime, Alex, is more than capable of holding down the fort by himself.

What will happen if I don’t post for a month on my blog? I might lose a few potential subscribers, but the loss of something you never actually had is minor indeed.

Preparation is the secret to survival…

…and beyond survival, enjoyment.

Preparation is the secrets that’s hidden behind every item in this list:

  1. modular
  2. well-defined
  3. comfortable, routine
  4. creative, in a corralled & controlled way
  5. No Urgent Work, No Firm Deadlines (capitals for impact!)

You can take more wild, freeform, novel, or even urgent work and turn it into digestible bits for yourself.

I didn’t arrive in NZ thinking, “I’m going to redesign Freckle!” Nope.

Before we even left, I planned out what I would do. We made a list. I even did some sketchy wireframes & interactions in my notebook before we got into the real business of traveling. (Long plane rides are great for this because you can’t escape.)


I don’t have to open my laptop and ask myself, “What should I be working on?” It’s in my notebook. My present self can rely on my past self to save itself the mental work of choosing: Right now I’m working on the navigation layout. Next I’ll be working on the setup screen for our brand new goals feature. Then I’ll probably work on how to visualize goal progress.

For an hour or two I’ll need high focus, but because I’ve defined, modularized and contained the work, I can pick it up or put it down as I need to.

As for my blog posts… well, if I were better prepared, I would have queued up a bunch of finished posts and just scheduled ’em to go out. (I did queue up a bunch of tweets.) But I didn’t get it together enough to finish those posts.

I did, however, put a bunch of partial drafts & outlines in my blog editor. I don’t have to come up with a new topic; I can just call up my list of drafts and finish one.

This one I had written 60% before we left and now I’m wrapping it up in Rotorua, NZ, on a day I’m feeling bored!

And that’s the secret.

That, and…

Don’t get high on your own supply

It’s tempting to think: I’m going to go on a retreat! And redesign all the things! And come up with a brand new way to do X! And revolutionize!

I think of this as energy overflow: You’re psyched up for a trip and you misinterpret that as a wellspring of creative energy. Your cup overfloweth! DO ALL THE THINGS! IT’S GONNA ROCK!

Ah, but that’s just your body gearing up for the stress of travel. You’re generating all this extra energy because you have to spend it on the day to day work of travel.

So, prep your work (prep prep prep!), keep it contained, corralled, familiar, routine, and flexible.

And enjoy your trip!

PS — You probably figured this out by now, but these rules are the secret to actually getting shit done at home, too.

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  1. Dmitry

    Hi Amy! Nice to see you down under :-) Not sure what your schedule is (okay I’m sure it’s tough for time), or why you should bother, but if you’re through Wellington any time soon, and, say, need a ride from airport with a twist of a local guide or just have spare half an hour for coffee – I’d be honoured to catch up. I’m a regular reader of yours and stoked to see you passing by our distant land. I have a startup business, bootstrapped with a friend of mine and would love to have a word or two about it, and maybe even pick your [routine and modular] brain for some business advice. I know the best French coffee place in Wellington :-) (Note to self: verify that Amy drinks coffee)

  2. Noah Gibbs

    Rotorua is awesome! Though it smells like sulfur. If you’re a slightly morbid history buff, don’t miss the “Maori Pompeii”. I’m having trouble finding a link to it, but there’s a place near you where giant, beautiful muddy geyser steps used to be before a volcano exploded and buried them. Some folks have been excavating a buried inn from that area which was covered since the 1800s.

    Or pre-made custard in a container, which can be added to fruit and called breakfast ;-)

    • Kapri

      Son todos geniales. Yo casi siempre pienso en el fondo, pero admito que no me lo curro nada. Si estoy en la calle busco algo &qpat;ouañao" y si estoy en casa cojo un trozo de cartulina o algo que quede mono.

  3. Vitaliy

    Amy, thank you for sharing useful hints!

    This year I also plan to travel more than usual, so having your list of ideas on how to optimize my work on the road will really help me.

  4. Andy Brice

    All good excellent advice. I would also add, if you are a desktop software developer (as I am), don’t do a release for several weeks before you go on holiday! Its not the worth the risk of a bug that could spoil your holiday. Make the release when you get home.

  5. Andy Dent

    Enjoy NZ. Must try Kapiti ice cream especially Gingernut (available in supermarkets, maybe at ice cream shops).

    If doing a lot of driving, like NZ’s crazy twisty roads which require patience, I brainstorm out loud and record into Evernote. Big tip regarding the roads – Apple Maps estimated drive times are pretty accurate. Google’s are wayyy optimistic, think they divide the distance by speed limit and ignore the corners.

  6. Maria

    Hi Amy!

    I’m going to NZ next week! Rotorua is on my list! What a coincidence.

    I’ve decided I’ll do only the bare minimum while away – I’ll treat this like a vacation as much as possible. So I have to do double the work now…

    Also, loved that your criteria included focus level. Makes all the difference!

    Have fun!

  7. Britany

    Great post, Amy! Having spent some time with freelance travel writing before taking on a full time gig as social media editor, I’ve grappled with optimizing work on the road A LOT. Specifying the focus level of tasks is a wonderful idea. That way, you can grab an easy one when you’re sitting in an airport, or an internet cafe, or somewhere else that’s equally uninspiring — then hold off on the tasks that require real creativity for the comfy hotel room or quiet coffee shop. I will certainly be keeping these tips in mind, the next time I hit the road for work!

  8. Matt Haynes

    Cracking post Amy, I love NZ and Lake Taupo is one of my favourite spots in the world. I have found personally that Trello (free) has really worked for me being in control of what to do now, next and later. I used Nozbe (free) previously but its just not a clean and a tad clunky although I am led to believe that it is more powerful. Trello integrates with email nicely so when I think of something I just write a note, email it to myself in Trello and voila! It now means when ever I sit down to work I’m not idling, I’m just killing it! :)

    Also, Trello & Evernote link really nicely using busylife (Free – in beta). It links notebooks to boards and allows you to throw it into evernote and syncs nicely both ways….really useful for random but important thoughts that need follow up

    Enjoy peeps,


    • Dina

      That's why I NEVER wait for saleu…becasse my sizes are always the first to go, lol! Or At least that's how I justify my purchases! When I was in search for gingham shirts and couldn't find them, I got the last one on net a porter, hehe.


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