Penetrate Uncertainty: Descriptive Planning in a Complex Tactical Environment

Penetrate Uncertainty: Descriptive Planning in a Complex Tactical Environment

The U.S. Army’s Military Decision Making Process provides a step-by-step model for decision-making and order production. However, it provides insufficient direction for how to adapt when confronted with complexity. Commanders and staffs often scramble to re-plan when faced with adversity, consuming the entire organization in an attempt to get back on the plan or develop a new one.

Drawing Simplicity From Chaos

Drawing Simplicity From Chaos

Clausewitz says, “The art of war...cannot attain the absolute, or certainty...With uncertainty in one scale, courage and self-confidence must be thrown into the other to correct the balance.” So, we use theories that have been tested by time—from those that explain the holistic picture of war to those that focus on the duel between two people—and provide invaluable guidance to science such that it can manage uncertainty.

On Establishing a Technical Union

On Establishing a Technical Union

Art is what allows America to create extraordinary futures out of chaos. And art, once again, will allow America to achieve policy and military success out of science. America embraces and disciplines chaos to create strength and power. For “liberty is power,” John Quincy Adams said. “The nation blessed with the largest portion of liberty must in proportion to its numbers be the most powerful nation upon earth.” An artist who begins with a vision and nurtures and disciplines the power of chaos with a lightness of being and a firmness of mind, will be rewarded with the surprise of creating something that exceeds his or her original vision at the end.

#Reviewing Land Warfare Since 1860: A Global History of Boots on the Ground

#Reviewing Land Warfare Since 1860: A Global History of Boots on the Ground

Professional military education needs tools to look at the past as a guide, as a way to learn the practice of discovering solutions that meet present needs by knowing enough to ask the right questions. History supplies these military professionals with the tools to shape models of the present and visions of the future.

#Reviewing The Burning Shores

#Reviewing The Burning Shores

This is not a book about war. It is a book about humanity interacting with chaos, some directed, and some without direction. War is just a part of the social collapse and momentous struggle of rebuilding Libyan society described in the book. In not letting the reader’s vision narrow to the battles and materiel, Wehrey highlights the importance of context to strategy.

The Failed Thermostat: The Illusion of Control In an Information-Rich Age

The Failed Thermostat: The Illusion of Control In an Information-Rich Age

There has been too much effort by senior leaders, civilian and military, to make war into their own image rather than accept war for what it is. In their efforts to control the image of war, these leaders have deluded themselves and their subordinates. Senior leaders still appear to believe they are adjusting a kind of military thermostat. This is a delusion. The delusion has proven tragically costly.

A New Plan: Using Complexity In the Modern World

A New Plan: Using Complexity In the Modern World

This approach takes the traditional ends/ways/means strategy of the industrial era and attempts to contend with the modern environment by obtaining information dominance through understanding an ill-structured problem. But as good as your intelligence might be, if you receive an assessment that predicts the unpredictable, you would be wise to question the sourcing. While one might sympathize with Eisenhower's notion that planning has its own virtues divorced of the result, the reliance on the predictability of inputs and outputs of a linear equation are erroneous. With complexity, outcomes become disproportionate and hence non-linear approaches are required.

Warfare by Spoiler: #Reviewing “Team of Teams”

Team of Teams: New Rules of Engagement for a Complex World. Stanley McChrystal. Portfolio, 2015.

But this is no winter now.
The frozen misery of centuries breaks, cracks begins to move;
The thunder is the thunder of the floes,
The thaw, the flood, the upstart Spring.

Something’s happening to power. Failure to take this pulse and your combat unit, government, or company starts to flail. Failure to check yourself and your organization, ask the tough questions about whether you are trying to preserve the static known at the expense of the agility you need to survive, and you probably won’t.

The pace of technological change and scale of information instantly available have fostered a world dis-order where chaos and disruption are force multipliers.

Iconoclasts in, old guard out.

Agents of change are no longer obviously the establishment elite, the uniformed combatant, or the most efficient system. Communication is reduced to acronyms and messages are sent in seconds by fleeting identities which are casually discarded. Celebrity requires no talent. Those days belong to the history books. Or rather history apps.

The new order is unafraid of change, constantly looking to replace in place, do more with less. Reaction is the new action. In politics there is a voter appetite for the anti-establishment outsider, throughout the Middle East and parts of Africa the majority population is no longer willing to endure decades-long authoritarian rule. It’s open season on commerce. In the disruptive “sharing economy” of Uber, Air BnB and where individual reviews can make or destroy a chef’s reputation overnight, the individual has never been so connected to so many. And it’s all remote control. Just as easily, he or she disappears. By going off the grid.

Welcome to the age of warfare by spoiler.

In combat too, the individual wields disproportionate power. It’s easy to disrupt, hard to build and sustain. But if the near goal is simply chaos and you have a means of rapid, widespread communication, you do not waste time or resources on painstaking recruitment and training. Just go start a fire and watch it burn. Or walk away. Welcome to the age of warfare by spoiler.

This is the operational environment and enemy General McChrystal and his team at the forward base of Joint Special Operations Command (or the Task Force) faced in Iraq in 2004 where the nascent origins of al-Qaeda in Iraq (AQI) were gaining a foothold.

But this is not a war story as the introduction makes clear. Instead, the experience of war is the scene and the enemy is the instigation for a most unlikely case of organizational upheaval. What happens when the world’s most elite counterterrorist force finds it cannot keep up with a miscellaneous band of radical fighters? McChrystal and his team want to explain it to you and believe their experience on the cutting edge of counterinsurgency reveals not only what is changed about warfare but the world itself. They discovered a most uncomfortable truth: to succeed they had to get out of their own way.

“We explore the unexpected revelation that our biggest challenges lay not in the enemy, but in the dizzyingly new environment in which we were operating, and within the carefully crafted attributes of our own organization.”[2]

With virtual and literal bookshelves crammed full of organizational transformational advice you could be forgiven for wondering why the experience of US special forces in a war which continues to pose more questions than answers has anything relevant for you or your organization. All the more so, for the daily headlines from a region which continues to hemorrhage from its injury in an evermore complex, compounding fracture.

You might forgive yourself a second time for wondering why the experience of the US military in Iraq holds relevant lessons learnt other than what not to do. That is one reason this book is not a war story but an examination of what happens when an organization faces an existential threat: the best resourced and trained military force on the planet found that wanting the enemy to be the one you trained for does not make it so and failure to get this right means the difference between mission success and failure.

The book is best read as a journey which allows the reader a front seat view of how the mighty were fallen.

While the title Team of Teams seems like a missed opportunity for something more descriptive this should not put you off the book. What its title lacks in imagination the book makes up for with the compelling witness from the frontlines of a complicated war declared on a tactic. The book is best read as a journey which allows the reader a front seat view of how the mighty were fallen. But this is no story of defeat. Rather, it is an insider look at how the Task Force learned from its enemy and adapted in order to defeat it.

Years later, something was missing from this experience, the journey somehow incomplete. General McChrystal now retired and several members of his team from Iraq set out to explore whether the experience of transforming an elite military organization was a one-off experience or if it might have broader application. They believed it did but the experience was organic, it happened in a specific time and place which could not be now replicated. So they set out to re-examine what had happened and build the theoretical underpinning as to why transformative change was possible. The results led to the conclusion and claim for a proven framework for organizational change.

While the book’s most immediate audience is the private sector companies the McChrystal Group aims to court, the underlying message is by no means limited by a single demographic. Initial results prove their assumption correct. In addition to private sector success, “Big Army” has paid attention. In a recent call for papers the Combined Arms Center has issued an invitation for responses on the topic of “Empowering to Win in a Complex World: Mission Command in the 21st Century.” The principles of mission command to be explored bear a remarkable resemblance to the principles McChrystal Group’s methodology for organizational transformation.

Premise — What if you get it?

The premise of Team of Teams is that we live in a dynamic and interdependent world characterized by upheaval and change. The old rules no longer apply and the organizational model that has dominated both military and commerce since the Industrial Revolution is outdated. When faced with a threat, as the Task Force did in Iraq, the traditional response of doubling down on efficiencies and just doing what you know but better is no longer sufficient. Instead, “adaptability, not efficiency, must become our central competency.”[3]

If you accept this premise at the outset and your reason for reading the book is to understand the experience of the Task Force in Iraq, get ready to be patient. Interspersed between vignettes from Iraq are carefully researched sections on the nineteenth century origins of the efficiency model and how it evolved over time. The Iraq narrative is interrupted with examples on leadership from military history, team dynamics in a hospital emergency room and various industries from business to aviation. All of which are interesting and the content valuable but in places reads more like a textbook. The book’s structure reflects its four authors: Three with shared combat experience in Iraq and a fourth researcher.

Survival is Counterintuitive

To defeat an enemy you have to quantify them in order to allocate and prioritize resources. The challenge for the Task Force was that their enemy was literally their structural opposite:

“We were struggling to understand an enemy that had no fixed location, no uniforms, and identities as immaterial and immeasurable as the cyberspace within which they recruited and developed propaganda.”[4]

Despite this shape-shifter construct the narrative gives a face to the enemy in the form of Abu Musab al-Zarqawi who emerged as the leader of Al Qaeda in Iraq (AQI). As the Iraq story unfolds, Zarqawi takes on a significance which is understandable given the need to quantify and demonstrate the value of their process of overhauling the Task Force. The narrative builds to the achievement of tracking down and killing Zarqawi which is at once impressive and convenient. The authors acknowledge the limits of this significant activity with humility and the illustration stands as a success.

The hardest part of making a case that the Task Force’s experience in Iraq applies to you and your organization is the unfortunate record of the US-led coalition in Iraq and subsequent events which have led to the world’s largest humanitarian crisis.

Team of Teams understandably steers clear of the decision to invade Iraq and the role of the conventional forces. However, at no point in the fight against AQI was it separate from the US civilian leadership’s decision to alienate the most powerful, connected and well-trained Sunnis with the ban against former Baathist party members participating in the new government. Nor was their fight separate from the conduct of the far larger number of conventional forces that made up the coalition.

It was not just that the Task Force could not keep up with the enemy, it’s that the operational environment favored the tactics of the spoiler.

In AQI the Task Force faced less a hostile military organization, however decentralized, and rather a militant organism. They weren’t just fighting AQI, they were fighting in a vicious circle where the very footprints of coalition forces and reconstruction projects designed to win hearts and minds created endless targets of opportunity. The unexamined logic of the invasion and end-state of defeating the enemy was security. This fed perfectly into the emerging organism that was the counterinsurgency of which AQI was part.

A parasitic organism lives off of another organism (its host). It survives by deriving nutrients at its host’s expense. As the occupation wore on, AQI adopted the habits of a parasitic organism feeding off the very presence of its enemy.

It was not just that the Task Force could not keep up with the enemy, it’s that the operational environment favored the tactics of the spoiler. Put another way, its not just that AQI was an unconventional enemy, it was that all they had to do was disrupt to win the information war. 300 civilians killed by a vehicle that explodes in a crowded market place? Message: “The Americans failed to protect.” A suicide bomber attacks a ribbon cutting ceremony for a new factory funded by the US government and the Iraqi provincial governor gets killed. Message: “This is what happens if you collaborate with the Americans.”

Warfare by spoiler meant AQI did not have to recruit. The presence of a large, occupying force did that for them. AQI did not even have to know each of their footmen. Individuals could self-recruit in reaction to a particularly rough night raid or with a checkpoint within sniper range of a rooftop.

“It was soon apparent that their changes were not the outcome of deliberate decision making by seniors in the hierarchy; they were organic reactions by forces on the ground. Their strategy was likely unintentional, but they had leveraged the new environment with exquisite success.”[5]

There’s nothing new under the sun — Except generational awareness

In response to an asymmetric threat that was not a worthy counterpart but nonetheless lethal adversary, the Task Force cultivated the organizational requirements of trust across internal tribal affinities, facilitated a sense of common purpose resulting in a shared consciousness (get on the same page) and empowered (de-centralized) execution. These characteristics are not in themselves, original or new concepts in organizational management. What Team of Teams offers that is different and groundbreaking is a compelling case based on the legitimacy and sheer improbability of their own experience. They invite you to a process leading to individual and organizational self-awareness.

What sets McChrystal’s leadership and team apart was their capacity for self-examination and the ability to compel this mindset across the Task Force. McChrystal credits this possibility to the fact the country was at war. This is true in part. Equally wartime compounds the pressure on tactics, resources and organizational dynamics in ways no training environment can duplicate. Therefore it remains considerable that such profound change was possible for an organization with arguably the highest degree of discipline, training, and accomplishment. If ever there was reason for arrogant tribalism to hold sway it was in Iraq in 2004. Instead, the Task Force leadership was open to and recognized a process which painfully required antithetical qualities on the frontlines of war: vulnerability, humility and the risk of internal divide and conquer.

Perhaps the most compelling reason to read this book is the experience from war and specifically that the war in question is Iraq. The transformation of the Task Force is not only a model for military and private sector application but any organization and including government.

Just as the Task Force did not get to fight the enemy it had trained for, we need the self-awareness to understand our role in the world as we find it, not the world as we would have it.

Persistent success in the modern world requires agility, the flexibility to anticipate disruption and the capacity to adapt and stay afloat. The problem is that the majority of people in power were not raised and socialized to function in an interdependent world and apace with the near-blinding rate of technological change. Like it or not, we are members of teams in our personal and professional lives. The instinct for tribalism, or retreating into what is familiar and known is a fundamental organizing principle which undergirds our society. Technological innovation and the unchecked exchange of information has catapulted our military, economy, and communities into the disruptive age and traditional authorities with clear lines of demarcation often no longer apply.

The reason to read Team of Teams is twofold: First, you cannot avoid the upheaval, whether as team leader or subordinate, company director or member of congress. Second, and not for the first time, the dynamic of war has fostered innovation that can illumine the shrouded pathway ahead for society writ large. The application of training, skill and resources applied to the high intensity stakes on the frontlines of combat has a way of concentrating the mind. Particularly when established knowledge says you should be winning, only you are aren’t.

Team of Teams proposes no single solution but a bespoke process leading to individual and organizational self-awareness. It is a powerful example and call for an honest examination starting with our assumptions and perceptions of ourselves. Just as the Task Force did not get to fight the enemy it had trained for, we need the self-awareness to understand our role in the world as we find it, not the world as we would have it. The stakes could not be higher. Failure to evolve from an outdated model of understanding to a dynamic, continually reviewed consciousness and we will fail to effectively engage our enemies and allies alike. So much of the past 14 years of war is a cautionary tale. The Task Force’s journey is proof that the greatest challenges hold the greatest opportunities.

Holly Hughson is a humanitarian aid worker with an extensive background in rapid assessment, program design, management and monitoring of operations in both humanitarian emergencies and post-conflict settings. Her experience includes work in Kosovo, Sudan, Iraq, Russian Federation and Afghanistan. Presently she is writing a personal history of war from the perspective of a Western female living and working in Muslim countries.

Have a response or an idea for your own article? Follow the logo below, and you too can contribute to The Bridge:

Enjoy what you just read? Please help spread the word to new readers by sharing it on social media.


[1] Christopher Fry, A Sleep of Prisoners. London: Oxford University Press, 1951.

[2] McChrystal, Stanley, Tantum Collins, David Silverman, and Chris Fussell,Team of Teams: New Rules of Engagement for a Complex World. New York: Portfolio/Penguin, 2015: 6.

[3] McChrystal, 20

[4] McChrystal, 21

[5] McChrystal, 224

The Gestalt of Warfare in the Flow of Time

The Gestalt of Warfare in the Flow of Time

Though it seems war will not change its faces in the coming decades, war has a future, and one of its ends is peace. We have still to see whether the end of war comes about via some technological, humanity-ending armageddon or a technology-mediated, people-centered peace. Yet more data points to consider on the terrain of time.