(Part 65 of 65 in ~ My Journey in Parkour)

For as long as I can remember, I’ve had an idea I call “bookending.”

While most of life is reasonably flexible, there are certain important events which are scheduled at firmly fixed times. Bookending is planning, starting with the fixed event and working backwards. From the fixed event, I can imagine in reverse all the preceding steps, and how much time each requires. I can then determine the time at which I must begin the first step in the chain. From the beginning of that first step, through to the fixed event, defines a wide bookend during which all my actions are more or less known.

As I was writing my series on Parkour Travel, it became clear that bookending is critical to my success with traveling. A Parkour trip tends to be very random and unorganized (those are good things,) but that means it’s even easier to get surprised by firmly scheduled things sneaking up.

Bookending is simply a visualization practice. Various professions use visualization to minimize mistakes. They visualize each step happening successfully, as a complete chain of events, which leads to the desired outcome. When they face time constraints, visualizing the important details of each action they will take reduces errors and increases the likelihood of success.

Here’s an example from traveling:

My flight leaves at 11:00. I don’t have any checked luggage, so I’ll plan to arrive an hour and a half before my flight departs. I’m now thinking, “9:30.” There’s a bus which leaves at 8:00 and arrives at the airport at 9:27. That’s too close for my personal preference. I’ve already bookended the time before the flight: It’s not, “flight at 11:00”, the fixed event is now “be at airport at 9:30.” The previous bus leaves at 7:00, I’ll plan on that one. Now I’m thinking, “bus leaves at 7:00.” I need 15 minutes to drive to the bus terminal, and let’s aim to be 15 minutes early for the bus. That’s now 6:30. I need to park, buy a bus ticket, probably stop at the bathroom, and I need a cup of coffee somewhere along the way, so I’ll throw in another half an hour. I’m now thinking, “6:00.” My bookend is from 6:00 through 11:00. When I begin at 6:00, everything falls into place, bumps in the road don’t cause significant problems and I’ve plenty of time at each step of the way.

Before I learned to bookend, I used to remember the time of the firmly scheduled event (“my flight departs at 11:00”), and then I’d have in mind how long I needed before that (“I need five hours to get there.”) People would ask me, “What are you doing tomorrow?” and my train of thought each time was always, “Flight at 11, I need 5 hours… Five hours? Really?! Yes, I’ve already thought about this. I should leave at 6:00. Ouch. That’s pretty early.” And then I would finally say, “I have a flight at 11:00 and I want to leave about 6:00.”

With my old “method” is was, “Flight at 11:00 and then here are more details that aren’t important, but actually 6:00.” In my mind, and everyone else’s, it’s 11-and-then-all-these-other-details. In my mind, and everyone else’s, we’re always second-guessing why I seem to want to start so early. How did a flight at 11:00 lead to wanting to leave at 6:00?

A large part of what makes bookending useful is that it flips the thinking to, “I would like to leave at 6.” I’m thinking 6:00. I’m saying 6:00. 6:00 is what’s bouncing around in my head. 6:00 comes around and the entire planned sequence of events for the bookend is cued. Off I go, and on time I am.

As I got used to this process, I discovered other benefits: People who host or who are helping you when you travel, understand when you do NOT need their help. If I say “I have a flight at 11:00,” does that imply I’d like a ride to the airport? Perhaps. But if I say, “I’m leaving at 6:00,” that implies I have a plan to get wherever it is that I’m going.

There’s another huge benefit that sneaks in. Having extra time padded in, leads to little chunks of time for me to read. I keep a collection of read-this-later items in my phone (via services like Pocket or Read It Later.) As I find pockets of spare time I always have things to read rather than wasting time in social media or bookface.

§1 – Introduction

(Part 1 of 1 in ~ Travel Gear)

This series covers all the physical things I’ve discovered which make light-weight traveling easier and more fun. (My thoughts on the philosophy, etiquette, and mindset of traveling are in a separate series.) This series of posts is only meant to give you ideas; I certainly don’t expect you use the exact same solutions. For me, the challenge was not to pack as light as possible, but to pack as light as is reasonable.

I’ve read countless articles on travel, written by everyone from ultra-light hikers to seasoned business travelers. Sometimes, I stumbled over useful ideas and then figured out how to apply them. At other times I went searching for a solution to some specific problem I was having. Over the years, I’ve come up with a collection of items, and related tips and tricks, that I find extremely useful.

It’s obviously important to know what to pack, and to be able to pack well. But I believe the most important part of traveling “light” is developing two habits: unpacking and reviewing. Unpacking ensures I’m always ready, and reviewing ensures I’m always improving. The next two parts of this series will go into these two habits.


But first, why travel lightweight? Why not simply grab the largest bag I have, stuff it with everything I might need, and head out the door? Why spend time and money fiddling with travel gear and solutions? I found my answers to those questions by sorting out the following: I’m most free when I have just the clothes on my back, but I will be unhappy, stressed, or in physical danger when I don’t have whatever-it-is that I happen to need. So at the most basic level, packing light is simply the balance of freedom versus preparedness.

There is also a deeper mental level to that balance. Do I feel free and relaxed, or am I worried? For me, it turns out that simply packing more things does not make me feel more prepared or relaxed. Rather, it’s the idea that I know I am prepared which enables me to be comfortable.

Clearly, the less I have to carry, the easier physically are my travels: In a packed car, my bag can fit on my lap. On a bus, it fits in the over-head, where it’s handy through the trip. On a plane, I can travel with just a carry-on-bag, saving me time and money on checked baggage. It’s also easier to not unpack — to just live out of the bag at my destination. It’s quicker to settle down in the evening, and quicker to pack out in the morning. It’s even easier to keep track of my stuff the less of it there is.

Certainly, there are lots of challenges and trade-offs with traveling light. It is not all champagne and roses. But by investing the time to solve problems and get better at the process, I’m able to have a lot more fun. So my challenge was to pack as light as I can, and still have everything I need.

My first task was then to figure out, “What exactly do I need?”


The more I dug into these ideas, the more I realized that the only way to know I was prepared — to truly feel prepared — was to thoroughly examine what I was packing and carrying. I wound up asking myself a litany of questions and exploring the answers and solutions: Why am I uncomfortable right now? What could I have brought that I could use right now? I never used this thing-i-packed, so why did I bring it? I’m exhausted after carrying my pack all day; Why does it weigh 30 pounds?

This process of examining all my worries, habits, and situations led me to search for solutions. My habits of unpacking and reviewing, which I mentioned at the beginning, are the result of all this questioning and refining of my travel gear.

Along the way, I learned to not pack based on fear or uncertainty; To not pack anticipating everything that might go wrong. Instead, I learned to prepare only for the scenarios that matter — safety items, spare cash, medication. I also learned to feel comfortable in knowing what I could obtain at my destination if things didn’t go according to plan. This became a sort of “anti-packing,” where I learned what not to pack.

Eventually, I wound up with “systems”, or “kits”, for just about everything. A sleep system, in one stuff sack, that has everything I need to sleep on a bare floor. A bathroom kit, in one zipper-bag, which has everything I need for bathing, shaving, etc. A medical/urgent kit (the “m’urgency” kit) that has what I frequently use, plus what I feel is sufficient for common urgencies.

The more I tuned my gear and systems, the easier packing became. These days, I don’t grab my toothbrush out of the bathroom, find my razor, and wonder what soap may be at my destination; I pick up the small, black, zipper-bag that is my bathroom kit. If I might be sleeping on the floor I grab my sleep system. I always grab the m’urgency kit. I grab the clothes I want, and a stuff sack to pack them. I add in various other things, (described in coming posts,) grab my favorite backpack, stuff the contents, and go!

An exercise

If you really want to get a feel for how much your packing improves, try doing a “test packing” as a starting point for future reference. Note the time, and go pack for a 5 day, 4 night Parkour trip. Let’s presume mild weather, sleeping indoors but on a bare hardwood floor. Let’s say you will be training 3 of the days. Pretend you have no idea what the host conditions are, but assume you have access to a bathroom, shower, wifi and whatever electricity outlets you are used to. (Dealing with not-your-usual electrical systems is a post in this series.) When you are ready to walk out your door, note the time again. Now weigh your stuff and write down the time it took to pack, the weight, and maybe some notes about how you’d feel carrying all that stuff while trying to board a bus, a plane or hop in a car.

Now, as you put everything away, imagine dropping all that on the floor at your host. What if they have to move it while you’re out for the day? Is their dog/cat/toddler going to get into your stuff? Maybe also note your worries: I don’t have a sleeping bag or pad for sleeping on a floor! How do I dry my hair? Look at all these clothes! What if this trip had been to a place with weather extremes, say, you had to train outdoors in freezing temps? What if you knew you’d be video recorded during one of your training days? What if your destination had different electrical power? What if someone threw, or sat on, your bag?! What if… What if…

Recall the two habits I mentioned: unpack and review? You have just done your first unpack and review after an imaginary trip!

Why Travel?

(Part 3 of 3 in ~ Parkour Travel)

What shall I find?

It’s funny, I thought, if you could hear me, I could hang on, somehow. Silly me. Silly old Doctor. When you wake up, you’ll have a mum and dad, and you won’t even remember me. Well, you’ll remember me a little. I’ll be a story in your head. But that’s OK: we’re all stories, in the end. Just make it a good one, eh?

~ Doctor Who

When I travel, I am writing my story.

I am not travelling in search of something.
I am not travelling to escape.
I am not travelling as a search for fulfillment.
I am not lacking some key experience that I can only find by travelling.

What shall I find? …nothing in particular. And then I’m free to find everything.

What shall I experience?

Travel is fatal to prejudice, bigotry, and narrow-mindedness, and many of our people need it sorely on these accounts. Broad, wholesome, charitable views of men and things cannot be acquired by vegetating in one little corner of the earth all one’s lifetime.

~ Mark Twain

I travel because I want to meet new people. I want to learn about their culture, their ideas, their hopes, dreams and passions, their way of thinking, their language, their ancestors, and their philosophy.

I travel because I want to see things. The world — all of it, near and far — is an amazing place. I want to see new vistas, new architecture, new mountains, new valleys, new weather, new plants, new animals, and new art.

I travel because, in the end, I am just a story. There’s no finish line, no definition of “having arrived”, “having suceeded”, or “having it all”. Hearses do not have luggage racks. I am not taking anything with me. I can spend my days sitting at home, collecting and counting and organizing my things, toiling to create a pocket of order in the chaos of the universe. Only, I remain absolutely certain that everything I collect, create, organize, build, and buy will not matter to me in the end.

In the end, I am just a story. And I’d very much like to enjoy the writing of it.

Ultralight, by Leo Babauta

(Part 2 of 3 in ~ Parkour Travel)

The freedom that resulted was so incredible. We felt liberated. We could travel faster, farther, happier. Sure, we gave up a handful of comforts, but in return we got the comfort of being unburdened.

Recently, Leo Babauta put together a spectacular book on travel called, Ultralight. I’ve only recently begun reading it, but it covers a great deal of what I wanted to say. And — as with so many things Leo writes — it’s written better than I could hope to do myself. So for now, start with this book (it’s a very affordable Ebook). I expect some of what I add to this series will be commentary and thoughts on what Leo has written, and some will be from the notes I’ve already compiled on my own.