Building Your Expeditionary Skill Stack

Introduction

Scott Adams popularized the idea of a skill (aka talent) stack in his book “How to Fail at Everything and Still Win Big.” It’s hard to become the very best at one thing. Very few people get into the NBA, NFL, or PGA tour. But it’s possible to combine a pretty good golf game, conversation skills, and knowledge of persuasion and psychology to launch a successful sales career. Adams could barely draw and had no idea how to actually color his cartoons when he began his career as a cartoonist. He argued that a willingness to take risks and an inability to be embarrassed by having your mistakes revealed in public, combined with solid (but not great) abilities in several skills that work well together, goes a very long way towards success.

Scott Adams with Dilbert.

Expeditionary Skill Stacks

Can the same idea be applied to expedition success? The Oxford dictionary defined an expedition as follows:

A journey undertaken by a group of men with a particular purpose, especially that of exploration, research, or war.

Oxford English Dictionary

So expedition success can be measured as newly discovered lands, important scientific discoveries, or military victory.

Vasco De Gama’s First Voyage to India.

But what if we limit our focus to light expeditions, short journeys that let us venture into pristine, beautiful, wilderness spaces? What travel skills get us there, keep us (mostly) comfortable and well fed along the way, and get us safely back?

Can we build an expeditionary skill stack that might not get us to the top of Mount Everest, but does get us to exquisitely beautiful and private spaces that we can briefly own?

Saint Croix River near Grantsburg, Wisconsin.

The answer is yes. Consider the best expeditionary YouTubers: what do they have in common? They combine multiple skills to get them to remote wilderness spaces most people could not possibly reach.

RoKKiT KiT: Australian Catch and Cook

RoKKiT KiT combines small boat skills; an understanding of local weather, navigation, and islands; and fishing/spearing plus cooking skills to execute multi-day trips to deserted barrier islands in Australia. RoKKiT KiT also records his trips via GoPro and then posts the edited video to his YouTube channel. As of May 2021, his relaxed, engaging, you-are-there dialogue and beautiful locales have led to 343,000 subscribers.

RoKKiT KiT on a spearing mission.

The Baird Brothers: Canadian Wilderness Experts

Similarly, Jim Baird combines whitewater canoeing, bushcraft (including camping, cooking, and survival skills), and videography and editing to create and record his unique journeys in Canada’s wild North country. His brother Ted Baird is also highly accomplished in bushcraft and wilderness travel and has his own YouTube channel.

Jim Baird.

A Latter Day Viking Sailor

Expeditionary sailors like Erik Aandrea bring core sailing skills but up their game in navigation, heavy weather training, automation, and safety to achieve extraordinary sailing journeys within modest means. Erik has sailed the North Sea during winter numerous times, and recently completed a circumnavigation of the Norwegian Sea.

Building Your Own Expeditionary Skill Stack

Here’s an introduction to how to evaluate the best skills for expeditionary travel. First, you need a travel mode. Sailing, canoeing, boating, hiking, and climbing are excellent choices. Sailing in particular gives you tremendous mobility in open water without the need to constantly re-fuel (assuming you can wait out the slow or no wind days). Canoeing provides excellent flexibility including the ability to traverse lakes, rivers, and short stretches of land (known as portages). Canoes can also traverse highly technical whitewater rapids while carrying a ton of gear. And with canoes, you can always portage around falls and rapids to difficult to cross.

Whitewater canoeing.

Once you’ve chose a travel mode, you need to learn basic camping skills. How to set up a tent and tarp for shelter, how to choose the right location for camp, cooking meals, avoiding bear encounters, getting water, lighting a fire, and more. Strong camping skills allows you extended stays and multiple day trips to remote spaces. The basics are relatively easy to learn, and the quality of camping gear in general has increased exponentially in the last 3 or 4 decades.

You Can Travel, Camp, and Cook. What’s Next?

Now you can move about in the wilderness and stay for extended periods of time via basic camping and cooking skills. What’s the next skill you should considering adding to your stack?

The next most important skill is judgement based on experience. My advice is to do multiple trips that feel comfortable to you based on your skills. This gives you a chance to experience adverse conditions, including weather, bugs, and gear failures, under controlled conditions. As your experience grows, you can start increasing the length (number of days) of your trips. You can go to more remote places and push the envelope on the level of whitewater rapids while canoeing or storm levels while sailing. Do this gradually and don’t get cocky, but be willing to push the envelope somewhat as you gain experience.

Food and Aesthetics

Once you’ve built up experience and can routinely travel where most people cannot, what’s next? My suggestion is to learn photography and videography. Modern GoPro cameras and drones are inexpensive and when combined with simple video editing tools the allow you to create high-quality videos of your trips that you can share with friends and family on social media.

The possibilities with today’s miniature portable cameras like GoPro are endless.

As you gain more experience cooking outdoors, you can build up your repertoire of possible meals. Portable refrigeration is becoming lighter and more mobile so that for short, 3 to 4 day trips, you can cook almost as you do at home with similar ingredients. Beyond 4 to 5 days, you need to dehydrate meat and other perishables to reduce weight and increase wilderness “shelf” life. For short trips, grilling is ideal because it is quick, can leverage campfires, and results in fewer dishes to clean up afterwards.

Outdoor grilling can create awesome meals in the wilderness.

Conclusion

An expeditionary skill stack is a force multiplier. You can go farther than 90% of the sailors, canoeists, and backpackers who strictly focus on their own specialty. Adding more skills to help you safely navigate and traverse remote wilderness areas means you get more solitude and can experience nature’s beauty without the noise, ugliness, and distractions of modernity.

To learn more about light expeditions and expeditionary travel, here are some previous blog posts you might find useful:

The Best Expeditionary YouTubers

I don’t watch television anymore and I only occasionally watch Amazon Prime (Amazon’s answer to Netflix). Instead, my eyeballs spend most of their video screen time on YouTube. There is a wide variety of useful educational content and quality documentaries.

A particular group of YouTuber’s combine expeditionary skills and passion with a reasonable budget to create some truly epic mini-documentaries. I’ve argued before that short trips can behave like mini, or light, expeditions with the right mindset and planning. The following list shows you people who are living this dream during their weekends and beyond.

Erik Aandrea

Erik Aandrea’s sailing channel is called “No Bullshit Just Sailing” or NBJS. He means it. There are no sand beaches, pina coladas, or girls in bathing suits. Just lots of footage of one of the best solo sailors on the planet right now. He sails the North Sea and especially the waters near his home in Haugesand, Norway. Erik’s Contessa 35 is a classic small sailing vessel renowned for its stability in heavy seas. Erik has taken her across the North Sea numerous times, winter included, visiting the Shetland Islands, Faroe Islands, Iceland, and islands in the Norwegian Sea.

‘Fear is only produced by the lack of knowledge, or not knowing. To get knowledge you will have to face your fear. When you face your fear, you get knowledge, and you can feel, see, and hear what you fear. At this point, the fear disappears, because you know what it is.”

Erik Aandrea, solo Norwegian sailor, right before entering, and surviving, a Force 10 storm with 20+ foot seas.

His most popular video, Encountering Storm Force 10, shows how he planned and executed a short, 7 nautical mile trip in a Force 10 storm (winds from 55-63 mph and waves 15 to 25 feet high). He started from Rovaer Island and rode the big following sea into Haugesund, coming very close to death when he got too close to a shoal. As in all of his videos, there are many outstanding video sequences and photos taken from his drone, from GoPro’s installed on his boat, and hand-held cameras.

Expeditionary YouTubers

Brad and Leah Jennings

Brad and Leah Jennings canoe eastern Canada, focusing on the waters near their home in central Ontario. Brad and Leah specialize in finding lost canoe routes that are rarely used in modern times. Like Erik Aandrea, the Jenning’s video’s are shot and edited to a very high standard, with narration and structure plus great cinematography. Since I sail and travel Lake Superior often, their 10-day Lake Superior trip video, shot as they traveled the remote northeast coast, is my favorite and is also their most popular.

Jim and Ted Baird

Jim and Ted Baird are brothers living in western Ontario who canoe the wilderness all over Canada, in their local Ontario waters, the Artic, Yukon, and Quebec. Their video style is different than the Jenning’s. They give you a more full, immersive experience in every aspect of their trips. This means they show tent setup, fire-making, cooking, cleaning, camp breakdown, and more. You get the feeling you are along for the ride rather than an observer. And Jim in particular brings you along on both the ups and downs of the trip. RoKKiT KiT has the same immersive style.

RoKKiT KiT

Our final expeditionary YouTuber, RoKKiT KiT, combines solo boating and fishing (including spearfishing) around remote barrier islands near his home in Australia. He ditches formal narration and video structure and like the Baird’s, gives you a full, immersive experience in his expeditions. A classic trip for RK is a solo trip to a beautiful deserted island in his boat where he can spearfish and fish. He shows how he catches, cleans and cooks his catch. He often travels without food, planning on living off whatever he catches on his short 1-3 day trips. Of the 5 YouTuber’s we’ve presented, he has the largest following at 335,000 subscribes. The beauty and isolation he presents, along with his fun, relaxed style drove many people trapped inside during these COVID times to his channel.

The Power of Light Expeditions

Expedition ( \ ˌek-spə-ˈdi-shən \): A journey undertaken by a group of men with a particular purpose, especially that of exploration, research, or war. OED

“Apathy can be overcome by enthusiasm, and enthusiasm can only be aroused by two things: first, an ideal, which takes the imagination by storm, and second, a definite intelligible plan for carrying that ideal into practice.” Arnold J. Toynbee. H/T @MMLoneWanderer

Sir Wilfred Thesiger (1910–2003) was an English explorer famous for being the first man to cross the Rub’ al Khali (“the Empty Quarter”), an enormous 250,000 square mile desert located in the Arabian Peninsula. Incredibly hot and dry, with sand dunes towering over 1000 feet, Thesiger crossed this desert not once but twice, between 1946 and 1949.

Sir Wilfred Thesiger

Thesiger later wrote: “For years the Empty Quarter had represented to me the final, unattainable challenge which the desert offered…To others my journey would have little importance. It would produce nothing except a rather inaccurate map which no one was ever likely to use. It was a personal experience, and the reward had been a drink of clean, nearly tasteless water. I was content with that.”

He continued: “I did not go to the Arabian Desert to collect plants nor to make a map; such things were incidental. I went there to find peace in the hardship of desert travel and the company of desert peoples… It is not the goal but the way there that matters, and the harder the way the more worthwhile the journey.”

Can you think of a small but difficult expedition in your past that pushed you to your limits? Perhaps a long canoe trip in Boy Scouts, a long sailing trip with your friends, or a backpacking trip? How did you feel once you successfully completed the trip? What did you see along the way and how did it affect you? Did you bond in some special way with your fellow travelers?

Part of Becoming a Man is Testing your Limits

Testing yourself to find your limits and move beyond them, under the supervision of men you know and respect, is central to becoming and being a man. After you’ve become fit, learned how to approach and connect with the opposite sex, established a career and mission within your own frame, what’s left?

In this piece, I’ll argue that you should make light expeditions and the related necessary skills part of your mission.

Power of Light Expeditions

Jack Donovan

Jack Donovan in his seminal work ,“The Way of Men”, argued that four virtues — strength, courage, mastery, and honor — are what make someone good at being a man (which is distinct from being a “good man”). Donovan argues that these virtues were born by warfare among small groups led by men, who established and defended a perimeter from which civilization was born. As civilization advanced and war was no longer a necessity, today just as in Roman times, men lost touch with this warrior instinct and masculinity waned.

Donovan is right that we can’t fully recreate this brutal early environment (barring a zombie apocalypse). And yet that environment, small groups of men in warfare with other small groups of men, has clear advantages in developing a deep, powerful masculinity, great men, and ultimately great civilizations (e.g., the Founding of Rome). What’s the closest we can come today without the overhead of lots of violence and bloodshed?

What is a Light Expedition?

The Power of Light Expeditions

1922 British Team that attempted Everest. Mallory is second from left, back row.

I argue that we can capture some of its essence via “light” expeditions. A “heavy” expedition requires months or years of training and other preparation, is expensive, time-consuming and inherently extremely dangerous. Examples include Thesiger’s journey through the Rub’ al Khali, Mallory’s fatal attempt on Everest in 1924, and Teddy Roosevelt’s nearly fatal trip down the Amazon’s “River of Doubt”. Very few men are wealthy or skilled enough to even attempt such trip, and in fact modern transportation and communications technology has made true exploration at that scale nearly extinct, except in the deep sea or outer space.

Light expeditions, in contrast, are accessible to anyone willing to develop the necessary strength, courage, and mastery. A light expedition is a short, performable (in personal cost, preparation time and duration) but potentially difficult journey with a purpose, that leverages and develops masculine skills and confidence. Successful light expeditions create experiences that deepen our self-understanding, build confidence, add color and depth to the story of our lives, and make us more interesting and admirable to others, often via shared experience.

Secrets and Firsts

The Power of Light Expeditions - what is?

Heaven Bay. Photo by Matthew O’Keefe.

Now some may not be interested in self-understanding, so perhaps practicing the actual skills themselves in the field will be enough reward for you. Or the potentially rich experiences might hold attraction.

But there is another reward from light expeditions: finding secrets and performing firsts. Large-scale explorations (e.g., Lewis and Clark) have become nearly extinct due to technology as every part of the globe has been mapped and is somehow accessible. But there are secrets and firsts everywhere. Traditionally secrets or firsts like a heavy expedition require huge efforts that are typically beyond what one or small number of individuals can afford to find or complete.

But secrets exist locally and at small-scale. For example, in fall 1971, a small floatplane disappeared after taking off in heavy fog at the Canada-Minnesota border. It’s loss was a complete mystery, until nearly 12 years later, in spring 1983, a forestry survey crew found the crash site by accident a few miles north of Hovland, a small village on Lake Superior in northern Minnesota. The plane and the crash victim’s remains laid there undiscovered in a site fairly close to people, yet so hidden from view no one noticed its secret location. Before the plane crashed, it was heard close to ground by someone near the crash site. A light expedition that concentrated in that area, methodically combing through the forest, would likely have found the plane.

Similarly, smaller-scale firsts are attainable. For example, there are quite a few remote but accessible locations that could possibly be surfed but have not been attempted. Up until the 1980’s, there were numerous rivers in northern Canada that had never been canoed by non-natives. My father, in his 60s, was the first person to travel the whole Lewis and Clark trail via float plane. Really any activity you personally perform for the first time qualifies, as personal firsts are critical to developing further mastery and courage, in particular, and serve to contribute to your own sense of personal honor.

If you’ve read this far, you probably wondering what skills might best support light expeditions and why. In the second of this three-part series, I’ll outline the principals and characteristic qualifying skills should have and why, and walk you through my list of preferred skills. In the third, I’ll describe some example light expeditions I’ve done and propose others.

The links below point to all three essays in this series on light expeditions.

Part 1: The Power of Light Expeditions

Part 2: The Best Skills to Master for Light Expeditions

Part 3: Light Expeditions, Lake Superior Style