Category: cloud security

Security Without the Pessimism | Capstone: The Human Architecture of Resilience

There’s a moment in every incident, and in every life, when things go sideways.
An urgent alert comes in at 2 a.m.
The phone buzzes with something you didn’t want to see.
The room suddenly feels smaller.
Your pulse skyrockets ahead of your ability to reason.

That’s the pivot point.

Not the breach, not the threat actor, not the malware strain. The moment your mind decides whether to rush, freeze, or breathe.

And if the past two decades in cybersecurity have taught us anything, it’s this: The most overlooked control isn’t technical at all — it’s the ability to think clearly under pressure.

You can build the best firewall on earth, layer your identity stack, and lock down every endpoint within reach. But if the wrong person panics at the wrong moment? Your architecture won’t crumble, but your response will.

And the irony is that the same pattern shows up everywhere.
In the gym.
In martial arts.
In American foreign policy across multiple generations.
In corporate culture.
In our personal lives.

Technology changes. Tools evolve.
But human behavior remains the battlefield.

This capstone is about that battlefield, the one beneath all the dashboards and diagrams.
The human architecture of resilience.

Not fear.
Not pessimism.
Not endless warnings.
Just clarity, culture, awareness, and depth.

I. The Calm Before the Click: Thinking Clearly Under Pressure

Cybersecurity professionals often discuss “root cause.”
The CVE.
The misconfig.
The missing patch.
The malicious link.

But if you trace incidents far enough back, you rarely find a purely technical failure.
You find someone who was tired.
Someone who rushed.
Someone is overloaded with tasks, tabs, or alerts.
Someone who clicked before the mind caught up.

Attackers have known this longer than we have.
Social engineering is, at its core, the psychological equivalent of an ambush.
It doesn’t rely on brilliance — it relies on rhythm.
Interrupt someone’s rhythm, and you can make them do almost anything.

History played the same game long before phishing emails existed.

During WWI, the U.S. population had no appetite for a European conflict until the Committee on Public Information mastered message engineering on a national scale.

During Vietnam, selective narratives were used to anchor the Gulf of Tonkin resolution, one of the clearest examples of how urgency overrides discernment.

After 9/11, emotional exhaustion and fear gave the green light to decisions that would shape two decades of conflict, including the push toward Iraq in 2003 on intelligence the government already knew was questionable at best.

The pattern is timeless: pressure → perception drops → people accept what they would normally question.

In cybersecurity, that’s the moment a breach begins. Not when the payload deploys, but the moment someone stops breathing long enough to see clearly.

Martial arts teach this early: when your structure collapses, so does your mind. The fight is rarely won by the strongest, but by the one who stays calm.

Cybersecurity isn’t so different. We need quieter minds, not louder alarms. Consider the Apollo 13 mission: when an oxygen tank exploded in space, it wasn’t advanced technology alone that saved the crew—it was the unwavering composure, clear communication, and problem-solving focus of both astronauts and mission control. Their story remains a testament to the power of preparation, training, and the human spirit under pressure.

Psychological research supports this need for balance: the Yerkes-Dodson Law demonstrates that while a certain level of stress can sharpen performance, too much leads to mistakes and paralysis. It’s not the loudest alarms or the highest stress that produce the best outcomes, but the ability to operate with steady focus under pressure.

II. Security Isn’t a Toolset. It’s a Culture.

This is the part vendors never put in their brochures.
Tools matter, of course they do, but they’re not the foundation.
If a team’s culture is fractured, fearful, or fatigued, the best tool becomes another dashboard no one trusts.

A culture of security is built on three traits: Curiosity. Communication. Psychological safety.

Curiosity is the click buffer. It’s the pause before the action. It’s the “does this feel right?” instinct that catches what technology misses.

Communication is the force multiplier. If people don’t feel comfortable asking questions, you don’t have a security program; you have a façade. The worst breaches happen in organizations where employees believe that reporting something suspicious will get them punished.

Psychological safety is the foundation beneath it all. You cannot build defense through fear.
If people feel judged, they go silent. And silence is where threat actors win.

Across American history, the same dynamic appears at scale. Governments that relied on controlling the narrative rather than fostering transparency created long-term instability.
Nations that punished dissent instead of listening to it made poorer decisions, walked into unnecessary conflicts, or ignored early warnings because no one felt safe raising them.

In cybersecurity, the equivalent is leadership that says: “If you click a bad link, come to us immediately, you’re part of the solution, not the problem.”

Culture isn’t a policy. Culture is what happens when no one is watching.

III. The Invisible Threat: Complacency

Complacency is the enemy that feels like a friend. It arrives quietly. It shows up after long stretches of “nothing happened.” It hides behind phrases like:

  • “We’ve never had an incident.”
  • “We’ve always done it this way.”
  • “Our tools would catch that.”

Every major breach you can name—SolarWinds, Equifax, Colonial Pipeline—roots itself in complacency somewhere: A missed update. An over-trusted vendor. An assumption that the environment was safer than it actually was. The 2013 Target data breach is a sobering example: multiple security alarms were triggered, but critical warnings were overlooked amidst noise and unclear processes. The failure wasn’t just technical—it was cultural and human. True resilience is built not on more tools, but on clear communication, shared responsibility, and organizational discipline.

There’s a parallel here, too, in public psychology. Before WWI, the U.S. believed oceans protected it.

Before the Vietnam War, we believed that superior technology guaranteed strategic clarity.
Before 9/11, we believed asymmetrical warfare couldn’t reach our shores.
Before the Iraq invasion, many believed intelligence agencies couldn’t be wrong.

Every time, familiarity dulled skepticism. Certainty replaced awareness.

Threat actors exploit the same weakness in cybersecurity: When we stop questioning our own assumptions, we hand them the keys.

But the solution isn’t paranoia. It’s presence—the discipline to stay aware without fear, engaged without burning out, and to use quiet periods to strengthen fundamentals rather than relax them.

Martial artists call this “maintaining the white belt mentality.” It’s the idea that no matter how skilled you become, your awareness must remain humble. The strike you don’t see coming isn’t the strongest; it’s the one you assumed wouldn’t land.

IV. Defense in Depth Begins With Humans in Depth

Defense in depth is usually presented as a diagram: Layers. Controls. Policies. Logging. Detection.

But the deepest layer is always the human beings behind the console.

Humans who communicate clearly under pressure.
Humans who don’t panic.
Humans who collaborate instead of silo.
Humans who maintain integrity even when no one is watching.

You can’t automate those traits.
You can only cultivate them.

A resilient team has depth:
Depth of character.
Depth of discipline.
Depth of humility.
Depth of trust.

Leadership plays a massive role here.
A leader who panics creates a cascading failure.
A leader who hides incidents creates blind spots.
A leader who blames creates avoidance.

But a leader who stays calm?
A leader who listens?
A leader who respects the intelligence of their team?

That kind of leadership becomes its own security layer, the kind attackers can’t penetrate.

Martial philosophy applies here beautifully:
The master doesn’t fight everything.
The master knows when not to fight.
The master conserves energy, maintains structure, and remains sufficiently present to move precisely when needed.

That’s cybersecurity at its best. Not a flurry of tools or panic-driven responses. But steady awareness, grounded action, and a team that trusts itself. The response to the Stuxnet worm demonstrated the power of multidisciplinary collaboration: security researchers, government agencies, and private-sector teams worked together to analyze, share intelligence, and adapt rapidly. Their coordinated effort underscores that no single individual or technology has all the answers—resilience is a collective achievement.

V. The Four Pillars of Real Resilience

Looking back across this entire series, four fundamentals keep appearing.

1. Calm

The ability to breathe before acting. Security begins in the mind, not the machine.

2. Culture

Tools help. Culture protects. Culture catches what software can’t.

3. Awareness

Not paranoia, presence. The discipline to question, verify, and stay awake to the world around you.

4. Depth

Technical depth is valuable. Human depth is irreplaceable. Depth fuels resilience in every domain: networks, clouds, teams, and nations.

These aren’t pessimistic ideas. These are empowering ideas. They’re principles that make security feel less like fear and more like clarity.

Threat actors depend on confusion. They depend on fatigue. They depend on people who doubt their instincts.

A calm mind. A strong culture. A present awareness. A deep team.

That’s how you win. Not loudly, but with consistency.

VI. Final Thought: Security Is a Human Practice Before It’s a Technical One

If there’s a thesis to Security Without the Pessimism, it’s this:

Security isn’t something we bolt onto systems. It’s something we build into ourselves.

The work isn’t glamorous or cinematic. It’s often quiet, slow, and unrecognized.

But it matters, because every decision and moment of awareness contributes to something bigger than any one of us—a culture of resilience.

So here’s the takeaway: You don’t need pessimism to stay secure. You just need presence.
You need clarity and people who care enough to pause, communicate, and stay humble.

That’s the foundation of a safer digital world, built one calm, aware, disciplined human at a time.

The Art of Cyberwar | Part IX | The Army on the March

“The Army on the March” — Illustrated for The Art of Cyberwar, Part IX. This artwork evokes the visual language of classical Chinese scroll painting, capturing the essence of Sun Tzu’s Chapter IX with striking thematic fidelity. The scene unfolds in layers across a sweeping golden landscape: tightly ordered battalions march along mountain paths, supply barges cross a winding river, and distant formations assemble beneath the rising sun. Each element reflects the logistical burden, psychological tension, and environmental dependence that define an army deep into foreign territory. At the foreground, a lone commander on horseback surveys the terrain, flanked by advisors whose varied stances suggest counsel, observation, and caution. His elevated vantage mirrors Sun Tzu’s emphasis on awareness — the practice of reading fatigue, momentum, and environmental signals before they harden into irreversible consequences. The river crossing, perilous and slow, symbolizes the fragility of overextension; the distant city, shimmering beyond the horizon, represents both ambition and the looming threat of exhaustion. The overall composition blends serenity with strain, grandeur with vulnerability. In doing so, it transforms ancient military wisdom into a timeless reminder for modern strategists: every march requires vigilance, and every expansion carries its cost.

The Principle:

“When you leave your own country behind, and take your army across neighboring territory, you find yourself in a position of dependence on others. There you must watch for signs of strain.”— Sun Tzu

The Signs Before the Fall

Sun Tzu’s ninth chapter is about perception.

Here he shifts from action to awareness. It’s about how a commander reads fatigue, imbalance, and internal decay before they destroy an army from within.

This is not simply a lesson in combat, but more importantly, it’s a lesson in foresight. This is a crucial distinction that often separates a near-flawless victory from a crushing defeat.

Because every empire, every enterprise, every cyber defense effort eventually faces the same drift:

  • expansion that outruns understanding
  • momentum that hides exhaustion
  • ambition that blinds leadership
  • reach that exceeds resources

Armies break this way.
Companies implode this way.
Nations lose coherence this way.

In martial arts, this is the moment a fighter looks powerful, but their footwork is mis-aligned, the subtle tell of hand movement, the delayed return to guard, or the half-beat of hesitation that usually precedes success but this time leads to being hit.

Sun Tzu teaches us: if you can’t read the signs, you can’t survive the march.

Overreach: The Eternal Temptation

History loves proving this point.

Rome’s legions stretched from Britain to Mesopotamia until it could no longer feed its own frontiers. Britain built an empire “over all seas,” only to watch its overstretched supply lines rot from within.

The United States, victorious after World War II, constructed a global presence so vast that presence itself began replacing purpose.

Sun Tzu warned: The longer the march, the more fragile the army becomes.

Modern America has been marching for generations, militarily, economically, digitally, and each expansion has carried both pride and price.

Corporations experience the same decay. Cloud ecosystems suffer it even faster. What begins as strength, scale, reach, integration, becomes fragility when maintenance exceeds cost-tolerance.

In martial arts, overreach is the fighter who throws too many power shots, chasing a knockout rather than reading the opponent. They exhaust themselves long before the opponent is even breathing heavily.

Strength without pacing is just a longer route to collapse.

The Weight of Infinite Reach

In cybersecurity, overreach becomes complexity collapse.

Each new department adopts a new tool. Each executive demands a new dashboard. Each vendor promises a universal cure.

Suddenly:

  • no one sees the whole system
  • logs pile up unread
  • alerts become background noise
  • integrations multiply into untraceable webs
  • dependencies form faster than they can be understood

What once felt powerful becomes paralyzing.

Foreign policy suffers the same rhythm on a grander scale.

WWI.
WWII.
The Cold War.
Korea.
Vietnam.
Bosnia
Iraq.
Afghanistan.

Each began with a clean, confident objective. Most devolved into attrition, mission creep, and moral fatigue. It can confidently be argued that mission creep began with WWI, but that’s a conversation for another time.

Sun Tzu would summarize it simply: When the troops are weary and the purpose uncertain, the general has already lost.

In BJJ, this is the fighter who scrambles nonstop, burning energy on transitions without securing position. Sometimes, not even needing to scramble or change position, but hasn’t trained long enough to even know that.

In boxing, it’s the puncher throwing combinations without footwork. The fighter simply stands in place, wondering why his punches never land.

In Kali, it’s the practitioner who commits too aggressively, losing awareness of angles and openings.

The march becomes too long.
The lines become too thin.
And collapse becomes inevitable.

Business: The Corporate Empire Syndrome

Businesses suffer the same fate as empires.

Growth attracts attention. Attention fuels pressure to expand. Expansion becomes compulsive.

Suddenly, the company is chasing:

  • ten markets
  • ten products
  • ten strategies
  • ten “high-priority” initiatives

Each of these demanding its own “army.”

The parallels to national instability are perfect:

  • Expansion without integration
  • Strategy scaling faster than understanding.
  • Leaders mistaking size for stability.

Eventually, the weight becomes unsustainable.

The company can no longer “feed the army.”
Costs rise.
Culture cracks.
Purpose fades.

What killed Rome wasn’t the final battle; it was the slow erosion of balance across its territory.

Most businesses die the same way, and so do most digital ecosystems.

In Wing Chun, this is the collapse of structure, the moment you can see a fighter trying to do too much, forgetting the centerline, being everywhere except where they need to be.

Overreach is always invisible until it isn’t.

The Modern March: Cyber Empires and Digital Fatigue

Our networks are the new empires.

Every integration is a border.
Every API is a supply line.
Every vendor is an ally whose failure becomes your crisis, and you can never plan for when that crisis comes.

Cloud architecture multiplied this exponentially.

Organizations now live everywhere and nowhere at once.

Sun Tzu’s image of an army dependent on supply lines maps perfectly to modern digital infrastructure:

  • Multi-cloud systems
  • SaaS sprawl
  • CI/CD pipelines with invisible dependencies
  • Third-party integrations with inherited vulnerabilities

When visibility fades, risk multiplies. When dependencies become opaque, consequences become catastrophic.

A company that cannot trace its supply chain of code is like an army that has lost its map.

One outage.
One breach.
One geopolitical tremor.

And the entire formation can buckle.

We call this “scalability.”
Sun Tzu would call it: Marching too far from home.

Reading the Dust Clouds

Sun Tzu taught his officers to read subtle signs:

  • dust patterns revealing troop movement
  • birds startled into flight
  • soldiers’ voices around the fire
  • the speed of camp construction
  • the tone of marching feet

Modern versions of those signs are just as revealing:

  • Escalating ‘critical’ alerts no one addresses
  • Morale fading under constant pressure
  • Defensive posture maintained through inertia
  • Strategies repeated because they worked once, not because they work now
  • Partners showing hesitation before they show defection

In WWI, the Lusitania offered one of the clearest “dust clouds” in modern history.

Germany declared unrestricted submarine warfare. British intelligence knew passenger liners were targets. The Lusitania was warned. The U.S. was warned. Even the ship’s cargo, which included munitions, made it a predictable target.

Yet the warnings were dismissed.
The signs were clear.
The perception failed.

And America’s reaction, too, was predictable; a “neutral nation” was pushed closer to war by a tragedy entirely foreseeable. Some might argue that certain American politicians sought to force the US into the war. Again, that’s a discussion for another time.

Sun Tzu’s maxim remains timeless: The first to lose perception always loses position.

The Cost of Endless Motion

Overextension rarely appears dramatic at first.

It looks like success:

  • revenue rising
  • troops advancing
  • dashboards expanding
  • integrations multiplying

Then the consequences arise:

  • fatigue
  • erosion
  • misalignment
  • burnout
  • doubt

You begin fighting just to justify how far you’ve marched.

In cybersecurity, this is the company chasing every vulnerability without fixing their architecture.

In foreign policy, it’s the nation fighting endless “small wars” that collectively cost more than stability ever would.

In boxing, it’s the fighter who keeps moving forward until they walk into exhaustion, not a punch.

In Kali, it’s the flow practitioner who adds complexity until their movement becomes noise rather than intent.

Sun Tzu warned: An army that has marched a thousand li must rest before battle.

Modern systems rarely rest. We only measure uptime, not wisdom.

Restraint as Renewal

The answer isn’t retreat, it’s an informed, measured rhythm.

Knowing when to:

  • advance
  • consolidate
  • recover
  • regroup
  • reconsider the terrain

Strategic restraint is not weakness. It is self-preservation.

Rome could have lasted longer by fortifying fewer borders. Corporations could thrive longer by protecting focus instead of chasing scale. Nations could endure longer by strengthening their homeland defenses before ever wasting a single dime projecting power abroad.

Sun Tzu’s art was never about conquest. It was about sustainability.

Victory without stability is just defeat on layaway.

Awareness in Motion

Awareness is the antidote to overreach.

It requires honest measurement:

  • what’s working
  • what’s weakening
  • what’s cracking
  • what’s already lost

It requires humility: no army, business, or nation can move indefinitely without rest.

In cybersecurity, awareness is visibility.
In leadership, it’s listening.
In foreign policy, it’s simply remembering.

Awareness doesn’t stop momentum. It calibrates it.

It’s the half-beat between breaths that keeps the system alive.

Bridge to Chapter X | Terrain

Sun Tzu ends this chapter by looking outward again.

Once you’ve learned to read fatigue, imbalance, and decay within, the next step is to read the environment beyond.

The internal determines how you survive the external.

Which returns us to the opening principle: When you leave your own country behind…you find yourself in a position of dependence on others.

An army on the march teaches us to see ourselves. Chapter X Terrain teaches us to read the world:

  • its obstacles
  • its openings
  • its deception
  • its opportunities
  • its traps

Awareness of self means little without awareness of landscape. That’s where the next battle begins.

Security Without the Pessimism: Cyber Hygiene, The Daily Routine You Actually Need

The Myth of the “Security Checklist”

If you believed every cybersecurity headline, you’d think staying safe online takes a PhD, three apps, and a daily ritual in front of your firewall.

The security industry profits from this complexity. Vendors want you to believe that protection requires their latest tool, their proprietary solution, their 27-step implementation guide. More complexity means more products to sell.

But real security doesn’t look like that. It’s not about chasing every threat or memorizing every acronym. It’s about simple, repeatable habits. It’s the digital version of brushing your teeth.

Here’s the truth they don’t want you to hear: You don’t need to do everything. You just need to do the right things, consistently.

That’s cyber hygiene. And it’s boring on purpose.

The Habits That Actually Matter

Most people already know the broad strokes: use strong passwords, update software, don’t click weird links.

But here’s what actually moves the needle:

  • Multi-Factor Authentication (MFA). Still, the single best defense against credential theft.
  • Software updates. Patches close the doors that attackers love to walk through.
  • Password managers. Better one secure vault than 20 weak logins.
  • Backups. One local, one in the cloud, test them once in a while.
  • Device lock and encryption. Lost phones shouldn’t equal lost data.

That’s it. No mystery. No 27-step plan. Just a few habits that, when done daily, make 95% of attacks irrelevant.

In 2017, Equifax was breached because they didn’t patch a known vulnerability for two months. 147 million records compromised. The fix? A software update they already knew about. That’s not sophisticated hacking, that’s skipped hygiene at a catastrophic scale.

The basics aren’t basic because they’re easy to remember. They’re basic because when you skip them, everything else fails.

Why We Skip Simple Stuff

It’s not that people don’t know what to do. It’s that security doesn’t feel urgent until it’s too late.

You don’t see or feel the benefits of good hygiene, but you definitely avoid the pain of neglect. No one cheers when you floss. But everyone will notice that broccoli in your teeth if you don’t.

But there’s more to it than just invisible benefits. Three psychological forces work against cyber hygiene:

Optimism bias. “It won’t happen to me” is a powerful drug. You read about breaches happening to other people, other companies, other industries. Your brain quietly files those stories under “someone else’s problem.” Until it isn’t.

Decision fatigue. You have 47 accounts, each with different password requirements, different MFA setups, and different update schedules. The sheer volume of security decisions creates paralysis. So you do nothing, or you take shortcuts, the same password everywhere, “remind me later” on every update.

The invisible threat problem. You can see a locked door. You can’t see a botnet probing your network. Physical security has visual feedback like locks, gates, cameras. Digital security is abstract until the moment it fails catastrophically. And by then, it’s too late.

Cyber hygiene fails for the same reason flossing does: it’s easy to skip, hard to see the benefit, and the consequences feel distant. But unlike cavities, breaches don’t announce themselves with pain. They’re silent, patient, and devastating.

The trick is to make it small enough that you’ll actually do it, and easy enough that you won’t skip it.

Where Good Intentions Break Down

Even security-conscious folks sometimes miss the basics. Not because they’re careless, but because these gaps accumulate slowly, invisibly:

Outdated hardware. That router you set up five years ago? It stopped receiving security patches three years ago. Old devices become permanent vulnerabilities.

Shadow data. Files saved “temporarily” on random drives, USB sticks, or that personal Dropbox you forgot you created. Every copy is another attack surface.

Forgotten accounts. That forum you joined in 2014. That trial subscription you never canceled. Dormant logins are open doors with your email and password sitting in some leaked database.

Public Wi-Fi comfort. You use a VPN at the airport but not at the coffee shop. Inconsistent protection is predictable behavior and attackers love predictability.

You don’t have to fix everything today. Just start closing one gap at a time. Audit your accounts quarterly. Replace hardware that can’t be updated. Consolidate your data.

Security isn’t perfection. It’s progress. And progress happens one boring habit at a time.

Think of it this way: cyber hygiene is like compound interest, make small deposits now, get massive protection later. Skip the deposits, and you’re borrowing against a future breach.

Make Security Boring (That’s the Point)

The goal isn’t to turn security into a project, it’s to make it routine. Boring. Automatic. The kind of thing you do without thinking, like locking your car.

Here’s a weekly checklist that actually sticks:

  • Monday: Check updates and patches. Five minutes. Coffee in hand. Start the week secure.
  • Wednesday: Backup your files. Set it, forget it, verify it works.
  • Friday: Review new apps or accounts, prune what you don’t use. Close the week by closing gaps.

That’s 10 minutes a week. Three touchpoints. No drama. No heroics.

If you can manage that, you’re already ahead of most organizations. Not because you’re doing something extraordinary because you’re doing something sustainable.

Security should be quiet. The less you think about it, the better it’s working. The moment it becomes a production, it becomes optional.

Culture Over Blame, Turning Awareness Into Habit

People don’t need more fear. They need better routines.

I’ve seen teams transform their security posture not through mandates, but through modeling. One security lead I worked with started every Monday standup by sharing what he patched over the weekend, not as a flex, just as routine. Within a month, the team was comparing notes on password managers and backup strategies. Security became a shared practice, not a compliance checkbox.

Encourage coworkers, friends, or family to treat digital hygiene like health hygiene, it’s a shared standard, not a personal burden. When one person in a household sets up MFA, others notice. When a team lead mentions their weekly backup routine, it normalizes the behavior.

When leaders model small, consistent habits, teams follow. Security doesn’t start in policy documents; it begins in daily rhythm. And rhythm spreads.

Make it normal. Make it boring. Make it easy.

Final Thought

Cyber hygiene isn’t glamorous, but it’s the backbone of every good security posture.
You don’t need to understand encryption or chase every breach headline.
You just need to do the basics, on time, every time.

The security industry wants you to believe protection is complicated because complexity sells. But the truth is simpler and cheaper: consistent habits beat expensive tools every time.

Prevention doesn’t shout. It just works.

That’s not pessimism, that’s just daily discipline. And it’s boring, and effective, on purpose.

The Art of Cyberwar | Part VIII | Variation in Tactics

The principle: “There are not more than five musical notes, yet the combinations of these five give rise to more melodies than can ever be heard.” — Sun Tzu

Adaptation Over Assumption

In Maneuvering, we learned the art of movement and how to turn posture into progress. Now Sun Tzu takes the next step: variation.

Variation is the discipline of adaptation. Not improvisation for its own sake. It’s controlled flexibility and fluidity; the kind that keeps a force alive while in motion.

Sun Tzu’s warning is ruthless: Predictability is the slow death of strategy. Every organization that wins too long risks repeating itself.

Every CISO, every architect, every nation-state faces the same danger: When your patterns stabilize, your adversary’s job gets easier.

Attackers study rhythm.
They hunt repetition.
They exploit formula.

What you repeat becomes your weakness.

Static Defenses, Dynamic Threats

In cybersecurity, repetition feels like discipline:

  • the same checklists
  • the same daily, weekly or quarterly assessments
  • the same scanning cadence
  • the same unchanged playbooks

It feels stable but it’s stagnation dressed as process.

Meanwhile attackers evolve hourly.

Their payloads morph.
Their lures update.
Their timing adapts to human fatigue cycles.

They don’t overpower blue teamers; they systematically outlearn them.

Sun Tzu’s guidance, “alter your plans according to circumstances,” isn’t merely poetic.

It’s operational doctrine. Security isn’t a system. Security is a cycle.

  • Every breach teaches.
  • Every false alarm reveals.
  • Every routine day hides patterns waiting to be broken.

The teams that adapt fastest aren’t the biggest.

They’re the most fluid and adaptable.

Variation is awareness in motion.

Red Teams, Blue Teams, and the Dance of Adaptation

Variation is the heartbeat of adversarial testing. Red teams live in uncertainty: improvisation, deception, broken rhythm. Blue teams train in structure: detection, containment, resilience.

A mature organization doesn’t let them exist as siloed tribes. It merges them into purple teaming, where the creativity of offense and the rigor of defense evolve together.

  • Red exposes blind spots.
  • Blue turns discovery into discipline.
  • Together they adapt.

This is the martial logic of sparring:

  • Wing Chun’s angle changes, where the same attack comes from different entries vs simply straight lines.
  • Muay Thai’s broken rhythm, where timing destroys expectation.
  • BJJ’s transition → position → submission sequence, where variation becomes game, set, match.

Each engagement becomes rehearsal for reality. You’re not preparing for yesterday’s threat. You’re learning from tomorrow’s rehearsal. That’s Sun Tzu’s Variation: adaptation as preparation.

Cloud Security: Adaptation as Architecture

Cloud environments shift constantly:

  • APIs update
  • services deprecate
  • compliance rules revise
  • identity models evolve
  • integrations multiply

Static thinking is fatal in a fluid system. Cloud security is variation embodied.

Infrastructure-as-code lets architecture evolve at speed. Automation turns intent into consistent action, but without visibility, variation becomes drift.

Sun Tzu’s metaphor of water fits perfectly: Water adapts to its container yet always seeks its level.

Cloud engineers do the same:

  • change with the environment, without losing alignment
  • allow flexibility, without losing control
  • evolve configurations, without losing accountability

Adaptation is necessary. Principles are non-negotiable.

Foreign Policy and the Trap of Predictability

Nations decay when their doctrine ossifies.

The American foreign policy establishment has often fallen into this trap over and over again:

  • Cold War containment repeated even after the context changed.
  • counterinsurgency tactics applied to environments that defied them
  • interventions driven by reflex rather than awareness

Vietnam: A doctrine built for conventional warfare in Europe applied to guerrilla conflict in jungle terrain. The U.S. measured success through body counts and attrition, while the enemy measured it through will and time. Same playbook, wrong war. Predictable escalation met adaptive resistance.

Afghanistan: Twenty years of rotating commanders, each bringing their own tactical variation, but all operating under the same strategic assumption—that nation-building through military presence could succeed where it had failed for empires before. The tactics changed every 18 months with each new general. The doctrine never did. The enemy simply waited.

Iraq 2003: Intelligence assumptions treated as certainties. A swift conventional victory followed by the assumption that democratic institutions could be installed through force. When insurgency emerged, the U.S. applied a counterinsurgency doctrine designed for different conflicts. By the time adaptation occurred (the Surge), years of predictable responses had already created the conditions for ISIS.

But perhaps the most revealing pattern is the rhetorical one: every emerging threat becomes “the new Hitler,” every conflict the next World War II.

  • Saddam Hussein was Hitler.
  • Gaddafi was Hitler.
  • Milosevic was Hitler.
  • Assad was Hitler.

The framing never changes. The enemy is always being Chamberlain in 1939 and being “appeasers of Hitler.” The infantile argument is always to stave off the newest existential threat to humanity. This isn’t strategy, it’s intellectual predictability masquerading as moral rectitude and always sticking by the banal cliche “never again,” whether is really applies or not.

World War II was a unique conflict: a mechanized, industrial-scale war between nation-states with clear battle lines, total mobilization, and, foolishly, unconditional surrender as the objective. Applying that framework to insurgencies, civil wars, and regional conflicts doesn’t just fail tactically, it reveals a dangerous inability to see the situation as it actually is.

The Hitler analogy serves a purpose: it short-circuits debate, frames inaction as appeasement, and makes intervention seem inevitable. But it’s also the ultimate form of strategic predictability. When every threat is Hitler, every response becomes World War II, and variation dies.

Variation in statecraft means reading each situation fresh, not recycling last decade’s doctrine into a new century, and certainly not recycling a doctrine from 80 years ago. In each case, tactical adjustments happened but strategic doctrine remained rigid. That’s the opposite of Sun Tzu’s teaching: vary tactics, never principles. These conflicts varied neither.

The Global War on Terror: The Ultimate Failure of Variation

And then there’s the final, most damning example of strategic predictability: Ahmed al-Sharaa, originally known as Abu Mohammed al-Jolani, who once led al-Qaeda’s Al-Nusra Front or Jabhat al-Nusra in Syria and spent years detained by U.S. forces as a terrorist in Iraq, was welcomed to the White House in November 2025 by President Trump.

He once had a $10 million U.S. bounty on his head. He founded al-Nusra Front, al-Qaeda’s Syrian branch. Now he’s a partner in the Global War on Terror.

This isn’t adaptation. This is strategic incoherence dressed as pragmatism.

Twenty-four years after 9/11, after trillions spent, after Afghanistan and Iraq, after “we don’t negotiate with terrorists” became doctrine, the United States now supports the former head of the very organization we invaded multiple countries to destroy.

The justification? He helps combat ISIS. The same ISIS that emerged from the predictable chaos of the Iraq War. The same conflict where al-Sharaa himself fought as a leading al-Qaeda member against U.S. forces.

This is what happens when doctrine ossifies while reality shifts. When every threat is framed through the same lens (“the new Hitler”), when every intervention follows the same playbook, when strategic thinking atrophies into bureaucratic reflex you end up shaking hands with yesterday’s enemy because you can’t recognize that your framework has failed.

Sun Tzu’s warning rings clear: predictability invites exploitation. The GWOT’s predictable responses—invasion, occupation, counterinsurgency, withdrawal created a cycle that adversaries learned to exploit.

They adapted. We repeated.

And now, the former al-Qaeda commander who once fought U.S. forces receives a hero’s welcome at the seat of American power. Not because the threat changed. Because we ran out of variations on the same failed strategy.

Predictability in diplomacy invites miscalculation.
Predictability in force posture invites escalation.
Predictability in cyber deterrence invites probing.

Again, as an example, at the extreme end of predictability lies Pearl Harbor.

Japan didn’t strike out of pure ambition; it struck because the U.S. cut off:

  • 90% of its oil
  • vital steel
  • food
  • rubber
  • machinery
  • industrial materials

A nation deprived of resources enters what Sun Tzu called death ground, the place where maneuver becomes inevitable.

  • Predictable embargo.
  • Predictable deterioration.
  • Predictable desperation.
  • Predictable strike.

Sun Tzu understood the principle: the more rigid your doctrine, the more your opponent will shift. Nations, like networks, must evolve, or decay through repetition.

Variation Without Confusion

Adaptability is not inconsistent. Sun Tzu warned that blind variation, change for its own sake,
creates disorder.

The rule is simple: Vary your tactics. Never vary your principles.

In cybersecurity, the principles are visibility, trust, and accountability.
In cloud architecture, they are governance and clarity.
In foreign policy, they are restraint and realism.

Change how you respond.
Never change why you respond.

That’s how variation becomes strength rather than noise.

Modern Lessons in Motion

Across every domain, the real art lies in learning faster than you decay:

  • In cybersecurity, adapt playbooks to every alert, not just every quarter.
  • In cloud: treat configuration as a living organism, not a static diagram.
  • In diplomacy: update doctrine before circumstances force your hand.

Predictability invites attack.
Curiosity creates resilience.

Sun Tzu didn’t worship flexibility. He prized awareness in motion, responsiveness guided by principle.

That is how you survive modern complexity: move → learn → realign → repeat.

That’s variation.

From Variation to Awareness

Variation teaches movement. The next lesson teaches perception.

In Chapter IX, The Army on the March, Sun Tzu turns to the signals that guide a force in motion,  how to read the terrain, sense morale, detect fatigue, and recognize when momentum turns into danger.

If Variation in Tactics is about adapting to survive, The Army on the March is about understanding the signs that tell you whether your adaptation is working.

Bringing us full circle to our opening principle: “There are not more than five musical notes, yet the combinations of these five give rise to more melodies than can ever be heard.”

In our next installment, we’ll discuss perception and reality in networks, in nations, in martial skill, and most critically, in ourselves.

The Art of Cyberwar | Part VII | Maneuvering

Chapter VII’s artwork conveys the essence of Sun Tzu’s Maneuvering with clarity and grandeur. A lone commander surveys a vast, unfolding landscape of troops in motion, symbolizing disciplined rhythm rather than frantic pace. The terrain’s natural flow mirrors the movement of cloud-age systems, and the light breaking across the valley evokes strategic awareness dawning before action. It is a rare blend of historical resonance and modern metaphor, a visual philosophy.

Movement After Position

The Principle: “We may take it then that an army without its baggage-train is lost; without provisions it is lost; without bases of supply it is lost.” — Sun Tzu

The Art of Coordinated Movement

A cybersecurity team detects a breach at 2 AM. They have the skills, the tools, and the authority to act. But without coordination, that capability becomes chaos, analysts duplicating work, containment efforts conflicting, and communication breaking down. By dawn, the advantage is gone.

In February 1943, American forces faced German tanks at Kasserine Pass in North Africa. They had the weapons, the numbers, the training. What they lacked was coordination between units and effective air-ground communication. The result? The first major American defeat of WWII was not due to a lack of capability, but to failure to maneuver as a unified force.

Fifteen months later, those same American forces learned the lesson. On June 6, 1944, D-Day coordinated 12 nations, over 7,000 vessels, and 160,000 troops across five beaches in a single operation. Not because they suddenly acquired better weapons, but because they mastered maneuvering. Kasserine Pass taught them that capability without coordination is chaos. Normandy proved that coordination transforms capability into victory.

Eighty years later, the battlefield is digital, but the lesson remains the same.

Sun Tzu called this the difference between movement and maneuvering.

Maneuvering is the discipline of transforming positional advantage into progress without depleting resources. Though movement may appear straightforward (advance, pivot, respond), it demands careful coordination. Without coordination, movement breeds confusion and disorder, undermining any initial advantage.

In Brazilian Jiu-Jitsu, there’s a fundamental principle: position before submission. A novice rushes for the choke. A master secures the proper position, seeks control, applies the proper pressure, isolates the arm, and then the finish is there for the taking. The submission becomes inevitable because the position made it so.

Maneuvering works the same way: structured movement from an established position. Not frenetic action. Coordinated, calculated movement in advance.

Whether in military operations, government, or cybersecurity, the true challenge lies in maintaining momentum while preserving balance. Effective teams favor structured, intentional movement, not just speed.

This is the heart of maneuvering: composure, intent, and clarity. Act from principle, not anxiety.

The Maneuvering Decision Matrix

Sun Tzu understood that effective maneuvering requires reading the moment, knowing when to accelerate, when to pause, and when to let the environment dictate pace.

Modern leaders need the same discernment:

When to Accelerate:

  • The advantage is clear and actionable.
  • Resources are sufficient.
  • Team alignment is strong.
  • Opponent is vulnerable

When to Pause:

  • Visibility is degraded
  • Fatigue is setting in across the team.
  • Purpose has become uncertain.
  • Information remains incomplete

When to Let Environment Dictate:

  • The opponent is making mistakes.
  • Terrain is shifting faster than you can control
  • Patience offers a strategic advantage.
  • Reactive movement would expose weakness.

This isn’t indecision. It’s tactical discipline. The fighter who controls tempo controls the outcome.

Tempo and Terrain

In both war and cybersecurity, timing determines outcomes more than sheer speed. When to act matters more than how quickly you act.

Sun Tzu cautioned that armies advancing too rapidly become fatigued, while those moving too slowly forfeit initiative. Balance requires understanding rhythm, discerning when to accelerate, when to pause, and when to let the environment set the pace.

Today, that terrain is digital.

The modern battlefield consists of networks, cloud environments, and global systems. Effective cybersecurity professionals study the digital landscape to move with intent, not to avoid movement altogether.

In the cloud era, terrain isn’t geography, it’s architecture.

Latency, visibility, and complexity shape what’s possible. The most secure organizations extend beyond perimeter defense by developing a comprehensive understanding of their operational landscape. They design systems where quick tactical movements don’t create strategic vulnerabilities.

The Cyber Battlefield: Coordination Over Chaos

In cybersecurity, effective maneuvering means more than quick patching or immediate responses. It requires aligning teams, especially during high-pressure situations.

  • Incident response represents maneuvering under pressure: containment, communication, and recovery.
  • Threat intelligence involves maneuvering through uncertainty—transforming fragmented information into actionable insights without prematurely acting on incomplete data.
  • Automation functions as the logistical backbone, the supply chain supporting frontline operations. When automation fails, even highly skilled analysts face burnout.

Many security operations centers (SOCs) miss this point. Constant urgency and nonstop action may seem productive, but endless motion risks exhaustion and reduced effectiveness.

Authentic maneuvering is characterized by calm, control, deliberation, and focus.

  • Wing Chun’s centerline theory offers a simple, direct, economical model. SOC analysts don’t need fifty tools—they need the right three, automated properly, with clear escalation paths. Economy of force.
  • The central point: when your playbook drives decisions, you maneuver. When alerts drive decisions, you react.

Cloud Mobility: The Terrain in Flux

The shift to cloud computing redefined what “maneuvering” means. In the old world, servers stayed put. Now, data, workloads, and identities move across providers, borders, and legal frameworks.

In this environment, organizational strength comes not from rigidly restricting movement, but from orchestrating secure and transparent operations.

Cloud maneuvering looks like:

  • Workloads shifting across regions without breaking compliance
  • Data flowing securely through APIs without leaving blind spots
  • Teams pivoting incident response playbooks across hybrid environments in real time

Cloud environments reward planning for motion. Organizations win by designing for agile, secure movement, not by resisting change.

In 2023, a Fortune 500 company’s cloud migration stalled not because of technical limitations, but because their security team designed for a static perimeter. When workloads needed to shift regions for compliance, every move required manual review.

Organizations that assume static conditions are at a disadvantage.

This aligns with the martial principle of flow: Rigid fighters’ break. Rigid systems break faster.

Foreign Policy and the Cost of Motion

Nations, too, confuse movement with progress. America’s 20th-century record is full of lessons in tempo and fatigue.

But no example better illustrates the danger of resource-driven maneuvering than what led to the attack on Pearl Harbor.

The Pearl Harbor Lesson: When Resources Force Your Hand

Japan’s attack wasn’t born from ambition, it was forced by logistics. The U.S., Britain, and the Dutch enforced the ABCD embargo, cutting off:

  • Oil
  • Rice
  • Steel
  • Rubber
  • Machine parts

Japan imported 90% of its oil. Cut off from fuel, it faced two choices: fight or run out of energy and food entirely.

Sun Tzu wrote: “Throw your men into death ground, and they will fight.”

Japan was placed on death ground by resource denial. Their maneuver, the attack itself, was coordinated brilliantly. Six aircraft carriers, 353 aircraft, precise timing across multiple strike waves.

Tactically, it was masterful.

But strategically? Admiral Yamamoto knew: “I fear all we have done is awaken a sleeping giant.”

A lingering question remains: was America truly sleeping? WWI had concluded only 20 years earlier. Before WWII, WWI was considered the deadliest war in human history, earning the moniker “The Great War” for its immense scale and death toll of approximately 20 million lives. Its unprecedented destruction set it apart from previous conflicts. So, America was hardly asleep. Back to Pearl Harbor.

The lesson isn’t about the attack’s execution. It’s about what happens when maneuvering is dictated by desperation rather than position. When resources force your hand, even perfect coordination can’t save you.

Sun Tzu’s calculus applies: survival-driven movement, no matter how well-executed, is still reactive. And reactive maneuvering rarely wins wars.

The United States later encountered similar challenges in Vietnam, Iraq, and Afghanistan, where rapid action outpaced strategic learning. Momentum itself became a compelling but hazardous force.

Diplomacy is maneuvering in another realm.

In contrast, contemporary policy frequently equates reaction with strategy, prompting responses to every crisis even when restraint or delay might prove more advantageous.

Sun Tzu’s wisdom cuts through centuries: “If you know neither the terrain nor the season, you march to fatigue, not to victory.”

The Logistics of Cyber Power

For cybersecurity professionals, logistics consists not of physical supplies, but of bandwidth, personnel, and operational clarity.

Sustained operations aren’t feasible if systems are overburdened, personnel remain on constant alert, and every issue is treated as critical.

Good logistics in cyberspace means disciplined prioritization:

  • Which assets are mission-critical?
  • Which alerts deserve escalation?
  • What response cadence prevents burnout?

Sun Tzu would call this “feeding the army.” In today’s language, it’s resource stewardship.

An effective CISO ensures security professionals maintain resilience and don’t become exhausted before adversaries lose their resolve.

The data shows progress. Organizations took an average of 241 days to identify and contain breaches in 2025, down from 287 days in 2021. Not because threats got easier, but because purple-teamers got better at coordinated response. They learned to maneuver.

Maneuvering the Human Factor

The most challenging aspect of coordination isn’t the technical infrastructure; it’s the human element. While individuals contribute creativity, they also introduce unpredictability.

The numbers confirm what practitioners already know: 88% of cybersecurity breaches are caused by human error. Not zero-days. Not sophisticated malware. Human mistakes. The technology isn’t the weak link—the coordination of people using that technology is.

Sun Tzu understood morale as a weapon system. He coordinated hearts and minds before he coordinated units.

The same applies to martial arts and security culture.

  • In Muay Thai, they call it ring generalship, the fighter who controls space controls pace. The same applies to security teams. Leaders who set tempo, who decide when to press and when to absorb pressure, create the conditions for team effectiveness.
  • The most effective cybersecurity teams operate like jazz ensembles, distributed but synchronized. Training, communication, and trust are the modern equivalents of morale.

This is modern maneuvering: achieving precision in movement without relying solely on hierarchical control.

The Risk of Endless Marching

Sun Tzu cautioned that armies remaining in the field for extended periods experience internal decline. This phenomenon appears today as burnout, alert fatigue, and continuous red team exercises that fail to produce lasting improvements.

Organizations that never rest eventually turn on themselves. This applies equally to companies and nations.

Movement should support strategic objectives, not substitute for them. Effective leadership requires recognizing when to pause, regroup, and restore organizational strength.

Without periodic rest, strength deteriorates into strain, and resilience devolves into attrition.

The Bridge to Variation

The final lesson of maneuvering emphasizes humility: movement does not constitute mastery; it serves as its test.

Any army, individual, or system that acquires the ability to move must subsequently develop adaptability: the capacity to alter rhythm, diversify tactics, and confound adversaries who anticipate predictability.

Leading us back to the initial principle: “We may take it then that an army without its baggage-train is lost; without provisions it is lost; without bases of supply it is lost.”

Maneuvering determines survival. Variation determines victory.

But first, you must learn to move without falling apart. Master coordination before you attempt improvisation. Secure your supply lines before you advance.

Because, as Sun Tzu understood, an army that moves with discipline can adapt. An army that moves with chaos can only collapse. The next chapter explores variation, but only those who’ve mastered maneuvering will recognize when to use it.

Security Without the Skepticism: Password Managers – Modern-Day Trust Issues in a Zero-Trust World

Trusting the One Tool Rule Them All

Cybersecurity presents a paradox: we are taught to be wary of everyone online, yet we’re expected to trust one application with all our passwords.

That’s a BIG ask.

Password managers claim to offer both convenience and security. They eliminate the need for sticky notes, memory tricks, and risky repeated logins. Yet, handing over the credentials to your digital life may feel risky, as if you’re leaving your house key under someone else’s doormat.

Even people who are good with technology feel this hesitation. Trusting one place with everything can seem like putting all your eggs in one basket.

How Password Managers Actually Work

At their best, password managers create a secure vault for your passwords. This vault is protected by a master password that only you know.

They use zero-knowledge encryption, so even the company that stores your vault cannot see your data.

That’s how it’s supposed to work. In reality, people hesitate because of things like:

  • High-profile breaches (e.g., LastPass, 2022)
  • Syncing fears (“What if my vault gets intercepted?”)
  • Human error (“What if I forget my master password?”)

Even though the underlying technology is strong, public trust wavers each time a major breach is reported. People remember negative headlines more than encryption details.

Control vs. Convenience

Using a password manager isn’t just a technical choice; it’s also a psychological one.

Humans like to be in control, especially when it comes to security. We equate manual effort with safety. Typing passwords ourselves feels safer than letting software do it, even when we know the software is objectively smarter than we are.

However, for many, convenience ultimately prevails: after trying a password manager, the newfound ease often surpasses early distrust.

This dynamic shows that modern security requires balance: people want independence, but security improves with some delegation to trusted tools.

When Trust Breaks Down

No password manager is immune to risk, but relying on weaker alternatives such as reused passwords or predictable patterns leaves you even more vulnerable. Minimizing trust is about minimizing risk, not eliminating it.

If a vault provider is breached, attackers still face encryption. But if you reuse one password across five sites, there’s no barrier at all.

So, it’s less about trusting the tool absolutely, and more about managing where that trust sits:

  • Choose providers with open security audits.
  • Enable MFA on your vault.
  • Keep the master password offline, not saved, not synced.

The core issue isn’t the tool itself, but the risk of blind faith. Sometimes, people subconsciously seek blind faith from such tools.

Zero-Trust Starts with You

Zero-trust isn’t just a corporate buzzword; it’s a mindset. Assume every system can fail. Build layers so failures aren’t fatal.

For password managers, apply zero-trust this way:

  • Separate critical credentials (server logins, service accounts, etc.) from general logins.
  • Regularly export and back up encrypted copies to an offline location.
  • Keep MFA active everywhere.

Aim for persistence and resilience, not perfection.

Culture Over Blame

We often criticize people for using sticky notes, but we don’t always show them better ways.

Security maturity grows when using a password manager feels normal, not nerdy. Encourage colleagues and family to use them and to question them. Healthy skepticism keeps systems honest.

A culture of curiosity always beats compliance.

Final Thought

Zero-trust is about choosing where to place your trust, not avoiding it altogether. Good judgment is at the heart of modern security.

Password managers aren’t a magic fix. They’re just one important layer of security, and they work well if you stay alert.

In the end, good security comes from making careful, informed choices about trust, not just believing in technology without question.

That’s not being skeptical, that’s working to overcome modern-day trust issues in a zero-trust world.

The Art of Cyberwar | Part VI | Weak Points and Strong

matt shannon art of cyberware chapter VI weak points an strong

The principle:
“So in war, the way is to avoid what is strong and to strike at what is weak.”

Strength and Weakness Are Temporary

Sun Tzu emphasized that strength and weakness are dynamic rather than static. Although this principle may seem self-evident, it is often overlooked in practice. Many individuals disregard straightforward strategies, mistakenly believing that complexity is required. This oversight often leads to the violation of previous strategic principles or “lessons learned”, indicating a lack of genuine understanding.

It is essential to recognize that what appears robust today may become fragile in the future, while seemingly vulnerable elements can become decisive with time and increased awareness.

Power, whether military or digital, shifts with context.

The critical factor is not the quantity of resources, but the ability to perceive the entire operational landscape. Vulnerabilities arise not only from an adversary’s strengths, but also from areas where situational awareness is lacking and the speed at which adaptation occurs when new realities emerge.

In contemporary contexts, both nations and security architects often neglect this fundamental principle. There is a tendency to focus on constructing increasingly formidable defenses rather than developing adaptive strategies. Regardless of the scale of these defenses, adversaries require only minor vulnerabilities to compromise their effectiveness. Always remember, your adversaries only need to find a tiny leak in the walls to bring the entire system down.

Predictability: The Modern Weakness

Even the most secure fortresses eventually become familiar terrain for attackers. Cyber adversaries do not rely on brute force; instead, they employ strategic analysis. They examine organizational habits and exploit vulnerabilities such as unpatched servers, unmanaged privileged or service accounts, unchanged passwords, and the susceptibility of executives to social engineering.

Their success depends not on force, but on the predictability of organizational behaviors.

Nations exhibit similar vulnerabilities. Bureaucratic routines solidify into doctrine, which can devolve into dogma. Adversaries exploit these predictable patterns, waiting for repetition before executing successful attacks.

Historical events, such as the Pearl Harbor attack, the September 11 attacks, the Gulf of Tonkin incident, and numerous cyber intrusions, demonstrate that deficiencies in critical thinking, complacency, rigidity, and hubris significantly increase the likelihood of successful surprise attacks.

When Comfort Masquerades as Strength

Many organizations and governments allocate excessive resources to familiar areas, fostering a false sense of security. This environment allows risks to proliferate unnoticed, undermining overall resilience.

Cybersecurity teams often spend millions fortifying infrastructure while leaving users untrained.

Organizations frequently monitor technical metrics while neglecting human behavior. The most significant vulnerabilities often arise from areas presumed to be under adequate management.

System failures are typically attributable not to insufficient funding, but to misaligned priorities.

This pattern is evident at the national level as well. Large militaries and substantial budgets often obscure underlying fragilities, including slow adaptation, reliance on outdated assumptions, unstable alliances, and insufficient strategic foresight regarding emerging forms of conflict.

Historical Lessons of Misguided Strength

The First World War began with nations convinced that industrial might and rigid plans guaranteed victory. Those plans dissolved within months under the weight of modern weapons and static thinking.

During the Vietnam War, a major power misinterpreted its capacity for endurance as a guarantee of superiority. The Viet Cong’s guerrilla tactics transformed conventional advantages into significant liabilities.

Even the rapid success of Operation Desert Storm fostered complacency. Efficiency was mistaken for enduring security, and the perceived triumph was erroneously interpreted as evidence of invincibility.

Each era reaffirms the principle that the most conspicuous assets are not necessarily the most powerful.

Flexibility as True Power

Sun Tzu’s insight was to conceptualize power as dynamic movement. He advocated that a general should emulate water, seeking the path of least resistance and adapting to the terrain.

Within the cyber domain, the operational landscape evolves rapidly, with new threats, actors, and vulnerabilities emerging on a continual basis.

In this context, strength is defined by agility:

  • Rotate keys and credentials regularly.
  • Automate but verify.
  • Decentralize authority so teams can act without waiting for hierarchy.

The most effective defenders are those who demonstrate the greatest adaptability, learning and evolving more rapidly than adversaries can adjust their tactics.

Lao Tzu’s Echo

Lao Tzu put it simply:

“Water overcomes the stone not by strength, but by persistence.”

Endurance surpasses dominance. Properly understood, flexibility is not a sign of weakness but of resilience, characterized by the capacity to absorb disruption and recover to an original state.

In the digital context, resilience is reflected in recovery planning, redundancy, and organizational culture. The true measure of strength is not the infrequency of failure, but the speed of recovery following a compromise.

Turning Weakness Into Insight

All systems possess inherent flaws. Denial of these vulnerabilities allows them to remain concealed until a crisis occurs. Proactive defenders employ audits, red-team exercises, and transparent communication to identify weaknesses at an early stage.

Transparency transforms potential liabilities into opportunities for organizational learning.

Nations could use the same humility.

Public acknowledgment of mistakes enhances credibility, whereas concealment increases risk. The most resilient governments are not those without flaws, but those capable of adapting transparently before their constituents.

From Awareness to Action

Identifying vulnerabilities constitutes only part of the challenge; addressing them effectively demands both discipline and restraint.

In cybersecurity, this approach entails prioritizing remediation over self-congratulation, thorough preparation prior to disclosure, and critical evaluation before taking action.

In policy contexts, this requires deliberate prioritization, engaging only in actions where the anticipated outcomes justify the associated costs.
Misapplied strength can become a source of vulnerability, whereas a thorough understanding of weaknesses can provide strategic foresight.

The Next Step: The Flow of Force

Sun Tzu ends this chapter with motion: the strong shifting to the weak, the weak transforming to the strong.

He implies that awareness must evolve into timing. The wise general aligns his force with the moment, not against it. And that, “All men can see the tactics whereby I conquer, but what none can see is the strategy out of which victory is evolved.”

This concept serves as a transition to the subsequent lesson, which focuses on the dynamics of energy in motion and the strategic management of power with balance and rhythm.

We’ve learned where to stand. Next, we’ll learn how to move. As Master Tzu concludes Chapter VI:

Military tactics are like unto water; for water in its natural course runs away from high places and hastens downwards. Water shapes its course according to the nature of the ground over which it flows; the soldier works out his victory in relation to the foe whom he is facing. Therefore, just as water retains no constant shape, so in warfare there are no constant conditions.

Leading us directly back to this lesson’s seemingly simple principle: “So in war, the way is to avoid what is strong and to strike at what is weak.”

The Art of Cyberwar, Part V | Energy | The Use of Force

the art of cyberwar part V energy and the use of force. matt shannon cloud security.

The principles:
In all fighting, the direct method may be used for joining battle, but indirect methods will be needed in order to secure victory.

Indirect tactics, efficiently applied, are inexhaustible as Heaven and Earth, unending as the flow of rivers and streams; like the sun and moon, they end only to begin anew; like the four seasons, they pass away to return once more.

The Power of Controlled Motion

Sun Tzu’s fifth chapter deals with energy, not as brute strength, but as direct application of force.

He warned that a commander must know when to cultivate and store power and when to release it. Misapplied use of Energy burns itself out. However, when energy is focused, it bends the world to its will.

It’s an idea that translates effortlessly to today’s digital battlefield. Nations, like networks, often fail not because of a lack of capability, but because of a lack of control.

True mastery isn’t in how much force you can deploy. It’s in knowing how little you need to. It’s akin to the idea that, sure, you can kill a fly with a hammer, but is it the most effective tool at your disposal?

The Cost of Unchecked Energy

American Diplomatic and Military History is full of examples of lawmakers mistaking our capacity for clarity.

In Korea, overwhelming U.S. power pushed back North Korean forces, only to overextend toward China’s border and trigger an entirely new front. And thus, we have burdened ourselves with maintaining the “38th parallel” ever since.

In Vietnam, energy became inertia, force applied endlessly without definition, draining political and moral capital alike. If only the “peacemakers” at the Treaty of Versailles had let Ho Chi Minh deliver his speech on the Rights of Man, perhaps there would have been no quagmire in Southeast Asia to begin with. A guerrilla war that would take nearly 60,000 American lives and lead to what became known as the “Vietnam Syndrome.”

In Iraq, “shock and awe” demonstrated that a singular “tactical victory” can be swift, while a strategic victory remains elusive. Notwithstanding the entire list of false pretenses that led to the invasion of Iraq to begin with.

Each conflict began with a belief in momentum and ended with war fatigue. Demonstrating once again, force without direction always collapses under its own weight.

The lesson isn’t that force is wrong; it’s that force, when misapplied and unguided, becomes self-consuming. Power is not infinite. Neither is attention, money, or public trust.

The Cyber Equivalent: Sprawl and Burnout

Organizations repeat these same mistakes in digital form.

A breach occurs, and the reflex is to rush to acquire new tools, policies, and budgets, thereby triggering a cyberwar “surge.”

New dashboards, new alert monitoring, and new vendors lead to a surge in activity, while clarity plummets.

This is cyber energy without strategy, effort disconnected from insight.

As Sun Tzu also said: Amid the turmoil and tumult of battle, there may be seeming disorder and yet no real disorder at all; amid confusion and chaos, your array may be without head or tail, yet it will be proof against defeat.

Teams exhaust themselves chasing incidents instead of patterns. Leaders demand constant escalation, not realizing that perpetual crisis is its own vulnerability.

The result mirrors the national trap: motion is mistaken for genuine progress. The ability to endure is mistaken for endurance.

Energy as Rhythm, Not Frenzy

Sun Tzu described two forms of force:

  • Normal energy — the steady discipline that sustains the fight.
  • Extraordinary energy — the precise, unexpected burst that wins it.

In cybersecurity, the equivalent is security posture and precision in the application of policies.

Normal energy is the quiet work of patching, monitoring, and awareness training. Extraordinary energy is the calm, swift, and accurate incident response that turns chaos into closure.

Both are needed. But one cannot exist without the other. A team that never rests has no energy left to strike when it matters most.

It’s the same in martial arts.

In Wing Chun:
Normal energy = quality structure and energy sensitivity.
Extraordinary energy = the skill to deliver a singular, intercepting strike that ends the exchange.

Muay Thai:
Normal energy = footwork, guard, pacing.
Extraordinary energy = the slashing elbow, a stabbing teep, or perfectly placed knee.

BJJ:
Normal training energy = position, pressure, framing.
Extraordinary training energy = the ability to feel a submission triggered by feeling the opponent’s mistake. Or in Mandarin it’s an old idea called Wu Wei, or effortless action. Meaning, I don’t present the opportunity to attack; the enemy presents it to me, like water finding a leak in the dam.

A Security Team that never rests has no energy left for anything extraordinary.

Good CISOs, like good generals, good fighters, and good grapplers, understand rhythm. They know when to conserve strength so that action, when it comes, is clean and effective.

As Master Tzu also knew, “When he utilises combined energy, his fighting men become as it were like unto rolling logs or stones.” Leading to, … “the energy developed by good fighting men is as the momentum of a round stone rolled down a mountain thousands of feet in height. So important is the subject of energy.”

Diplomacy and the Misuse of Force

In diplomacy, the same physics apply. The U.S. has often wielded immense power but uneven patience.

Moments like the Marshall Plan and the Cuban Missile Crisis demonstrated the value of precision, employing limited force, clear objectives, and a proportional response.

But elsewhere, the misapplication of force became diplomatic impotence on full display. Prolonged occupations and open-ended interventions constantly drain strategic reserves of will and trust.

Every drone strike, every unconstitutional data collection program, every new cyber warfare doctrine carries a similar risk: that power’s convenience will overshadow its consequence.

The Taoist counterpoint from Lao Tzu still resonates to this day:

“He who knows when to stop never finds himself in trouble.”

Knowing when not to act is the highest use of force. It’s the difference between control and compulsion.

The Lesson for Cyber Strategy

A strong digital defense isn’t constant action, it’s intelligent action.

Practical translation:

  • Automate the repeatable.
  • Escalate only with context.
  • Protect attention as aggressively as data.
  • Reserve extraordinary effort for extraordinary situations.

Energy mismanaged becomes sprawl. Energy focused becomes resilience.

It’s never the size of the arsenal. It’s the precision of the response.

Momentum and the Myth of Constant Action

Modern life rewards constant motion, refresh, respond, and reply.
In cybersecurity and foreign policy alike, stillness feels dangerous to the untrained mind.

But strategy lives in the pause between movements. Quality fighting skills are always more effective when you can strike on the half-beat, a fundamental separator on the mats, and on digital and physical battlefields.

Force has a short half-life. When it’s used endlessly, it decays quickly and fades into the ether. When it’s reserved for the right moment, it changes everything.

A breach contained quietly is often a bigger victory than a public takedown.
A crisis de-escalated without violence often preserves more stability than any show of strength.

Knowing When to “Flow With the Go”

As one of the greatest living legends in Brazilian Jiu-Jitsu, Rickson Gracie once said, “In Jiu Jitsu we flow with the go.”

Meaning:

  • don’t fight force with tension
  • stay aware but not trapped by focus
  • stay smooth and adaptive
  • flow with the opponent’s energy
  • let well-trained instinct and structure guide you

That metaphor fits the digital era perfectly. The best blue or purple teamers, like the best leaders, don’t fight the current; they learn to read it and swim with it, not against it.

Lao Tzu would say that “the soft overcomes the hard,” not through weakness but adaptability. Force channeled through awareness is stronger than force spent in anger.

In warfare and cybersecurity alike, energy is a currency. Spend it recklessly and you’ll be empty when it matters. Spend it wisely and you’ll be leading on the battlefield.

Final Reflection

Knowing how to use force is knowing its limits.
Sun Tzu and Lao Tzu shared the same truth from opposite angles:
Power must be balanced by patience.
Energy must be stored as much as it is spent.

History punishes those who forget this. So does network and security architecture.

The art isn’t in using force; it’s in knowing when the situation calls for little, none, or overwhelming force.

That’s not mysticism. That’s strategic maintenance. And it’s as accurate in security architecture as it is on the battlefield.

All of these lessons point us directly back to our opening principles: “In all fighting, the direct method may be used for joining battle, but indirect methods will be needed to secure victory.” And, “Indirect tactics, efficiently applied, are inexhaustible as Heaven and Earth, unending as the flow of rivers and streams; like the sun and moon, they end only to begin anew; like the four seasons, they pass away to return once more.

The wise strategist learns to move the same way.

Security Without the Pessimism: Phishing 2.0 – How Smart People Still Get Hooked

When Experience Becomes the Blind Spot

You’ve been in tech long enough to spot the obvious scams. They have bad grammar, sketchy links, and the “urgent” password resets that scream, “It’s a trap.”

Modern phishing is designed for experienced professionals, people just like you.

The senior engineer who knows better.
The manager who moves fast.
The admin is juggling too many tabs.

Phishing 2.0 targets the confident, not the naive.

Because overconfidence, that quiet, “I’d never fall for that,” is exactly what gets exploited.

How Phishing Evolved While We Were Busy

Old-school phishing was obvious: typos, weird logos, fake banks. Now? It’s clean, professional, and personalized.

Attackers scrape LinkedIn, GitHub, and Slack leaks, as well as any other platform where they can learn who you are and how you communicate. Then they build emails that sound right.

“Following up on that architecture review.”
“Can you sign off on the AWS access request?”

No panic. No red flags. Just believable context. Phishing’s power now lies in familiarity, not just deception.

The Psychology And Why Smart People Click Anyway

It’s not ignorance. It’s pattern recognition. Your brain runs on shortcuts. You see what fits your norm and fill in the rest. “This feels familiar, so it’s safe.”

Layer on fatigue, distraction, or context switching, and even the most security-conscious person can click the wrong thing.

Attackers don’t need to outsmart you, they just need to catch you mid-scroll.

The Real Tricks How Phishers Use Your Own Systems Against You

Phishing 2.0 thrives inside your workflow:

  • Cloud notifications: “New file shared with you.”
  • Team apps: Slack, Notion, or Asana lookalikes.
  • Vendor portals and HR systems: identical clones.
  • QR codes: the new “scan to verify” scam.

Attackers don’t mimic strangers anymore; they mimic your routine.

The antidote, and our greatest protection, is patience.

Forget fear. Focus on tempo.

Build a habit of thinking first, then reacting. Believe me, I know it sounds elementary and maybe even silly, but people do it every day. It reminds me of the old saying from the range: “ready, fire, aim” versus “ready, aim, fire.” People are often too quick to react without pausing to think first.

That moment of pause between seeing and clicking is what saves the enterprise. So, always:

  • Hover first. Always.
  • Verify context: Does it match your current workflow?
  • Cross-check by text or chat before responding.
  • Trust your instinct; hesitation usually means something’s off.

Security isn’t about paranoia. It’s about building patience as your strongest defense.

Culture Over Blame

Curiosity beats compliance. Blaming users for falling for a phishing attempt isn’t awareness training or good security; it’s just scapegoating. People click because they’re human, not because they don’t care.

If your environment rewards speed over care, mistakes are inevitable. Instead of punishment, build openness to conversation. A strong security culture treats “I think I clicked something bad” as a start, not a sin.

Curiosity beats complacency every time.

Final Thought

Phishing 2.0 isn’t just a tech problem; it’s a problem of pace. Attackers take advantage of our work tempo. The faster we move, the easier it is to miss what matters.

The best security upgrade?

Breathe. Scan well. Challenge every unfamiliar link or request. Pause before you click, verify before you act, and encourage your team to do the same.

That’s not being cynical or pessimistic.
That’s the difference: real security means trained, patient awareness every day.

The Art of Cyberwar | Part IV | Tactical Dispositions

the art of cyberwar - tactical dispositions. matt shannon cloud security.

The Principles:
“The good fighters of old first put themselves beyond the possibility of defeat, and then waited for an opportunity of defeating the enemy.”

“Thus it is that in war the victorious strategist only seeks battle after the victory has been secured, whereas he who is destined to be defeated, first fights, and afterwards looks for victory.” —Sun Tzu

Every data breach, foreign conflict, and policy error typically originates from an action taken without adequate prior positioning.

There is a common tendency to conflate activity with progress. Sun Tzu recognized that true invincibility is rooted in defense, while the opportunity for victory depends on the adversary.

In contemporary terms, this concept is referred to as defensive posture: the disciplined practice of preparation prior to visibility.

Defensive Positions

Effective cybersecurity teams secure their positions well in advance of any actual test. They maintain comprehensive awareness of data locations, access privileges, and the criticality of various systems. Such teams implement patches discreetly, monitor systems consistently, and design infrastructures to recover from failures rather than assuming failures will not occur.

That’s tactical disposition:

  • Enforcing least privilege to build resilience.
  • Applying timely patching to keep critical systems protected.
  • Building backups as integrated mechanisms for redundancy and recovery.
  • Running tabletop exercises to rehearse scenarios that organizations hope never occur.

This often-invisible work may appear inconsequential until it proves essential in critical moments.

When Nations Forget the Same Lesson

Historical evidence indicates that both nations and organizations seldom pause sufficiently to engage in strategic reflection.

Nations often amass extensive arsenals, initiate large-scale programs, and extend supply lines to project strength. However, when strength is dispersed excessively, it transforms into fragility, a phenomenon known as overreach. Overreach fundamentally undermines resilience.

The United States has frequently responded to perceived threats with disproportionate measures, conflating activity with effective strategy and reallocating resources without a long-term perspective. Engagements in wars and alliances often occur more rapidly than preparations for their potential consequences.

The consequences include wasted resources, public fatigue, and strategic exhaustion. All of which contribute to diminished geopolitical and geostrategic self-awareness.

According to Sun Tzu, achieving invincibility does not involve amassing weapons, engaging in unnecessary interventions, or imposing ineffective sanctions. Instead, it requires constructing economic, digital, and diplomatic systems capable of absorbing shocks while maintaining integrity. A resilient nation need not swing at every shadow.

Resource Stewardship

Cybersecurity is frequently perceived as a process of continual escalation, characterized by the addition of more tools, dashboards, and alerts.

However, each new platform introduces additional complexity, which in turn creates new potential attack surfaces.

Effective security practices may require declining adoption of the latest technologies and decommissioning unnecessary systems to simplify complex environments.

As Bruce Lee once said “I fear not the man who has practiced 10,000 kicks once, but I fear the man who has practiced one kick 10,000 times.”

Simplifying operations enables organizations to concentrate on mastering essential tools, particularly when resources are limited. The principles of simplicity, directness, and economy of motion are fundamental to effective practice.

Our government should also learn to exercise the same restraint. Faithful stewardship isn’t constant investment in everything; it’s a deliberate focus on what matters most.

This approach exemplifies strategic minimalism, which emphasizes the optimal utilization of public resources and, ultimately, enriches us all by conserving precious and limited resources.

Similarly, as America’s original Foreign Policy was initially articulated by John Quincy Adams on July 4th, 1821:

[America]…goes not abroad, in search of monsters to destroy. She is the well-wisher to the freedom and independence of all.

She is the champion and vindicator only of her own.

She will commend the general cause by the countenance of her voice, and the benignant sympathy of her example.

She well knows that by once enlisting under other banners than her own, were they even the banners of foreign independence,

She would involve herself beyond the power of extrication, in all the wars of interest and intrigue, of individual avarice, envy, and ambition, which assume the colors and usurp the standard of freedom.

The fundamental maxims of her policy would insensibly change from liberty to force…
She might become the dictatress of the world. She would be no longer the ruler of her own spirit…

[America’s] glory is not dominion, but liberty. Her march is the march of the mind. She has a spear and a shield: but the motto upon her shield is, Freedom, Independence, Peace. This has been her Declaration: this has been, as far as her necessary intercourse with the rest of mankind would permit, her practice.

This practical wisdom may appear boring. However, organizations and governments alike must identify their assets, maintain them, and protect only what can be effectively defended. Continuous review, revision, and updates are fundamental.

The Cost of Perpetual Readiness

Sun Tzu cautioned that armies maintained in the field for extended periods deplete their own strength. Contemporary parallels include budgets exhausted by perpetual emergencies and professionals experiencing burnout due to continuous false positives.

The solution lies in cultivating a well-developed security posture rather than succumbing to ongoing panic and overreaction.

Organizations should prepare comprehensively, rest intentionally, and engage only when strategically necessary.

This sequence, prioritizing defense before offense and clarity before action, establishes the resilience that many organizations seek.

Learning From Tactical Blindness

Security breaches frequently result from overlooked fundamentals, such as unpatched systems, insufficiently trained users, and unreviewed alerts.

Similarly, the escalation of wars or crises is often attributable to unexamined assumptions.
Both scenarios arise from neglecting the primary principle of tactical disposition: understanding one’s position before determining a course of action.

Modern Application

  • In cybersecurity: organizations should implement defense-in-depth strategies, automate routine checks, and prioritize cultivating awareness rather than fear. Emphasizing culture over blame.
  • In governance: it is essential to align objectives with available capacity, critically assess the true cost of each commitment, and recognize that restraint can be the most strategic option.

This parallel represents a recurring pattern rather than a mere metaphor.

Practitioner’s Questions To Ask Yourself:

  1. Am I defending by hope instead of design?
  2. Which tools add noise without adding clarity?
  3. What assumptions have gone unchallenged for too long?
  4. Where has “doing more” replaced “preparing better”?

Final Reflection

While invincibility is not the explicit objective, it is often the understated result of an effective security architecture. Complete protection cannot be guaranteed. However, it can be achieved through patience and persistence. Although this approach may lack glamour, in the ongoing struggle to maintain tactical disposition, it remains essential.

Sun Tzu’s good fighter was never reckless, never idle. He shaped his defenses so well that the enemy’s attacks lost meaning.

Nations and security architects should adopt similar practices. Consistently apply the principles of tactical disposition, exercise prudent stewardship of public resources, and cultivate strength, resilience, and wisdom.

The objective is not to engage in conflict frequently, but to do so only when absolutely necessary. Making it essential to fully understand and apply this story’s principles:

“The good fighters of old first put themselves beyond the possibility of defeat, and then waited for an opportunity of defeating the enemy.”

“Thus it is that in war the victorious strategist only seeks battle after the victory has been secured, whereas he who is destined to be defeated, first fights, and afterwards looks for victory.”