THE LEADERSHIP LIBRARY

Resources

The books that shaped how I lead — and how I teach others to lead.

Every book on this list earned its place. Curated across 173 books — drawn from a career in crisis leadership, emergency management, project management, and building organizations that don't fall apart when things get hard. I've coached thousands of leaders across the world. These are the books I keep coming back to, the ones I recommend to clients, and the ones that changed how I lead under pressure.

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Disclosure: As an Amazon Associate I earn from qualifying purchases. Every book on this page is one I've read, recommended to clients, or used in my leadership programs. The affiliate links help support this site at no extra cost to you.

The Method Behind the Library

What Is the Order to Chaos Method?

I built Order to Chaos for one reason: most leadership development doesn't prepare people for the environments where leadership actually matters. I work with leaders and leaders of leaders who are operating in complex, high-pressure, high-stress environments — people who don't have the luxury of a slow decision, a stable org chart, or a calm room. They need to survive and thrive when the pressure is highest and the margin for error is lowest.

The Order to Chaos method is built on 35 years of leading in those exact conditions — emergency services, crisis response, and high-complexity organizations. It organizes the work of leadership into three pillars. Not competencies. Not values. Pillars — foundational structures that hold everything else up. Master these three, and you build an organization that doesn't fall apart when things get hard.

The library covers those three pillars, plus a bonus section on high-pressure and crisis leadership. Click any card below to jump directly to that section.

Pillar 1

Self-Mastery

You cannot lead others beyond the limits of your own self-awareness. This pillar covers the neuroscience of decision-making under pressure, emotional regulation, cognitive biases, and the inner work required to lead with clarity instead of reactivity. These are the books that rewire how you think before they change how you act.

Browse Pillar 1 Books →
Pillar 2

Build Systems That Run Without You

A leader who is needed for every decision is a bottleneck, not a leader. This pillar addresses how to design organizations, delegate effectively, build accountability structures, and create systems that execute — even when you're not in the room. The books here are about operational architecture and execution at scale.

Browse Pillar 2 Books →
Pillar 3

Build Culture That Thrives in Complexity

Culture is not a values statement on a wall. It's what people do when no one is watching. This pillar covers organizational culture, psychological safety, team dynamics, and the behavioral alignment required to keep a team functioning when things get complicated. These books are about building something that lasts.

Browse Pillar 3 Books →
Bonus Section

High-Pressure & Crisis Leadership

This section goes beyond the pillars into the domain where leadership is tested hardest — military command, hostage negotiation, emergency response, and extreme adversity. These books are not theory. They are dispatches from people who led under conditions most leaders will never face, and the lessons transfer directly.

Browse Crisis Leadership Books →

Start wherever the gap in your leadership is most acute — or work through every pillar in order. Either way, these books will change how you lead under pressure.

Work With Daryl

If the Books Resonate, the Work Goes Deeper.

I work directly with leaders and leaders of leaders who are operating in complex, high-pressure environments. If you're navigating a hard season — or building something that needs to hold up under pressure — follow along or reach out. The conversation is free. The clarity that comes from it isn't always comfortable, but it's worth it.

ORDER TO CHAOS

Pillar 1: Self-Mastery

Lead yourself before you lead others. Decision-making, stress management, resilience, habits, and the stoic foundations that keep you steady when everything else is moving.

Decision-Making Under Pressure

Thinking, Fast and Slow by Daniel Kahneman

Thinking, Fast and Slow

Daniel Kahneman

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Noise by Daniel Kahneman, Olivier Sibony & Cass R. Sunstein

Noise

Daniel Kahneman, Olivier Sibony & Cass R. Sunstein

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Thinking in Bets by Annie Duke

Thinking in Bets

Annie Duke

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Sources of Power by Gary Klein

Sources of Power

Gary Klein

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Decisive by Chip Heath & Dan Heath

Decisive

Chip Heath & Dan Heath

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The Art of Thinking Clearly by Rolf Dobelli

The Art of Thinking Clearly

Rolf Dobelli

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Predictably Irrational by Dan Ariely

Predictably Irrational

Dan Ariely

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Stress Management & Resilience

Why Zebras Don't Get Ulcers by Robert Sapolsky

Why Zebras Don't Get Ulcers

Robert Sapolsky

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The Upside of Stress by Kelly McGonigal

The Upside of Stress

Kelly McGonigal

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The Body Keeps the Score by Bessel van der Kolk

The Body Keeps the Score

Bessel van der Kolk

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Full Catastrophe Living by Jon Kabat-Zinn

Full Catastrophe Living

Jon Kabat-Zinn

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Burnout by Emily Nagoski & Amelia Nagoski

Burnout

Emily Nagoski & Amelia Nagoski

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The Power of Full Engagement by Jim Loehr & Tony Schwartz

The Power of Full Engagement

Jim Loehr & Tony Schwartz

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Peak Performance & Flow

The Art of Impossible by Steven Kotler

The Art of Impossible

Steven Kotler

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Flow by Mihaly Csikszentmihalyi

Flow

Mihaly Csikszentmihalyi

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Peak by Anders Ericsson & Robert Pool

Peak

Anders Ericsson & Robert Pool

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The Talent Code by Daniel Coyle

The Talent Code

Daniel Coyle

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Endure by Alex Hutchinson

Endure

Alex Hutchinson

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Range by David Epstein

Range

David Epstein

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Mental Toughness & High-Pressure

Extreme Ownership by Jocko Willink & Leif Babin

Extreme Ownership

Jocko Willink & Leif Babin

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Can't Hurt Me by David Goggins

Can't Hurt Me

David Goggins

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Deep Survival by Laurence Gonzales

Deep Survival

Laurence Gonzales

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Endurance: Shackleton's Incredible Voyage by Alfred Lansing

Endurance: Shackleton's Incredible Voyage

Alfred Lansing

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Black Box Thinking by Matthew Syed

Black Box Thinking

Matthew Syed

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Relentless by Tim S. Grover with Shari Lesser Wenk

Relentless

Tim S. Grover with Shari Lesser Wenk

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Self-Regulation, Habits & Personal Development

Dare to Lead by Brené Brown

Dare to Lead

Brené Brown

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Atomic Habits by James Clear

Atomic Habits

James Clear

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The Power of Habit by Charles Duhigg

The Power of Habit

Charles Duhigg

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Smarter Faster Better by Charles Duhigg

Smarter Faster Better

Charles Duhigg

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Mindset by Carol S. Dweck

Mindset

Carol S. Dweck

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Man's Search for Meaning by Viktor E. Frankl

Man's Search for Meaning

Viktor E. Frankl

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Deep Work by Cal Newport

Deep Work

Cal Newport

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Essentialism by Greg McKeown

Essentialism

Greg McKeown

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The War of Art by Steven Pressfield

The War of Art

Steven Pressfield

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Think Again by Adam Grant

Think Again

Adam Grant

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Give and Take by Adam Grant

Give and Take

Adam Grant

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Originals by Adam Grant

Originals

Adam Grant

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Hidden Potential by Adam Grant

Hidden Potential

Adam Grant

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The 7 Habits of Highly Effective People by Stephen R. Covey

The 7 Habits of Highly Effective People

Stephen R. Covey

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The Monk Who Sold His Ferrari by Robin Sharma

The Monk Who Sold His Ferrari

Robin Sharma

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The 5 AM Club by Robin Sharma

The 5 AM Club

Robin Sharma

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Stoicism — Ryan Holiday

The Obstacle Is the Way by Ryan Holiday

The Obstacle Is the Way

Ryan Holiday

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Ego Is the Enemy by Ryan Holiday

Ego Is the Enemy

Ryan Holiday

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Stillness Is the Key by Ryan Holiday

Stillness Is the Key

Ryan Holiday

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Courage Is Calling by Ryan Holiday

Courage Is Calling

Ryan Holiday

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Discipline Is Destiny by Ryan Holiday

Discipline Is Destiny

Ryan Holiday

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The Daily Stoic by Ryan Holiday & Stephen Hanselman

The Daily Stoic

Ryan Holiday & Stephen Hanselman

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Lives of the Stoics by Ryan Holiday & Stephen Hanselman

Lives of the Stoics

Ryan Holiday & Stephen Hanselman

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Conspiracy by Ryan Holiday

Conspiracy

Ryan Holiday

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Trust Me, I'm Lying by Ryan Holiday

Trust Me, I'm Lying

Ryan Holiday

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Classical Stoic Texts

Meditations by Marcus Aurelius (trans. Gregory Hays)

Meditations

Marcus Aurelius (trans. Gregory Hays)

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Letters from a Stoic by Seneca

Letters from a Stoic

Seneca

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Discourses and Selected Writings by Epictetus

Discourses and Selected Writings

Epictetus

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The Art of War by Sun Tzu

The Art of War

Sun Tzu

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Clear Thinking by Shane Parrish

Clear Thinking

Shane Parrish

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Dopamine Nation by Anna Lembke

Dopamine Nation

Anna Lembke

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Forever Strong by Gabrielle Lyon

Forever Strong

Gabrielle Lyon

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Inner Excellence by Jim Murphy

Inner Excellence

Jim Murphy

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Mind Magic by James Doty

Mind Magic

James Doty

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Self-Compassion by Kristin Neff

Self-Compassion

Kristin Neff

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The Great Mental Models Volume 1 by Shane Parrish & Rhiannon Beaubien

The Great Mental Models Volume 1

Shane Parrish & Rhiannon Beaubien

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The Great Mental Models Volume 4 by Shane Parrish & Rhiannon Beaubien

The Great Mental Models Volume 4

Shane Parrish & Rhiannon Beaubien

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The Let Them Theory by Mel Robbins & Sawyer Robbins

The Let Them Theory

Mel Robbins & Sawyer Robbins

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The Resilience Factor by Karen Reivich and Andrew Shatte

The Resilience Factor

Karen Reivich and Andrew Shatte

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Think and Grow Rich by Napoleon Hill

Think and Grow Rich

Napoleon Hill

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The Top Five Regrets of the Dying by Bronnie Ware

The Top Five Regrets of the Dying

Bronnie Ware

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Stealing Fire by Steven Kotler & Jamie Wheal

Stealing Fire

Steven Kotler & Jamie Wheal

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The Rise of Superman by Steven Kotler

The Rise of Superman

Steven Kotler

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The Molecule of More by Daniel Z. Lieberman & Michael E. Long

The Molecule of More

Daniel Z. Lieberman & Michael E. Long

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Incognito by David Eagleman

Incognito

David Eagleman

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Livewired by David Eagleman

Livewired

David Eagleman

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The Brain That Changes Itself by Norman Doidge

The Brain That Changes Itself

Norman Doidge

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How Emotions Are Made by Lisa Feldman Barrett

How Emotions Are Made

Lisa Feldman Barrett

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The Emotional Life of Your Brain by Richard J. Davidson & Sharon Begley

The Emotional Life of Your Brain

Richard J. Davidson & Sharon Begley

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Breath by James Nestor

Breath

James Nestor

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The Telomere Effect by Elizabeth Blackburn & Elissa Epel

The Telomere Effect

Elizabeth Blackburn & Elissa Epel

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Grit by Angela Duckworth

Grit

Angela Duckworth

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Peak Performance by Brad Stulberg & Steve Magness

Peak Performance

Brad Stulberg & Steve Magness

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Permission to Feel by Marc Brackett

Permission to Feel

Marc Brackett

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The Expectation Effect by David Robson

The Expectation Effect

David Robson

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Superforecasting by Philip E. Tetlock & Dan Gardner

Superforecasting

Philip E. Tetlock & Dan Gardner

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Why We Sleep by Matthew Walker

Why We Sleep

Matthew Walker

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ORDER TO CHAOS

Pillar 2: Build Systems That Run Without You

Delegation, execution frameworks, operational leverage, and the books that teach you to stop being the bottleneck.

Turn the Ship Around! by L. David Marquet

Turn the Ship Around!

L. David Marquet

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Buy Back Your Time by Dan Martell

Buy Back Your Time

Dan Martell

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The Coaching Habit by Michael Bungay Stanier

The Coaching Habit

Michael Bungay Stanier

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Drive by Daniel H. Pink

Drive

Daniel H. Pink

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Good to Great by Jim Collins

Good to Great

Jim Collins

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Built to Last by Jim Collins & Jerry I. Porras

Built to Last

Jim Collins & Jerry I. Porras

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Traction by Gino Wickman

Traction

Gino Wickman

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The E-Myth Revisited by Michael E. Gerber

The E-Myth Revisited

Michael E. Gerber

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Multipliers by Liz Wiseman

Multipliers

Liz Wiseman

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The Checklist Manifesto by Atul Gawande

The Checklist Manifesto

Atul Gawande

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Managing the Unexpected by Karl E. Weick & Kathleen M. Sutcliffe

Managing the Unexpected

Karl E. Weick & Kathleen M. Sutcliffe

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Work the System by Sam Carpenter

Work the System

Sam Carpenter

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An Everyone Culture by Robert Kegan & Lisa Laskow Lahey

An Everyone Culture

Robert Kegan & Lisa Laskow Lahey

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High Output Management by Andrew S. Grove

High Output Management

Andrew S. Grove

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Measure What Matters by John Doerr

Measure What Matters

John Doerr

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Execution by Larry Bossidy & Ram Charan with Charles Burck

Execution

Larry Bossidy & Ram Charan with Charles Burck

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The 4 Disciplines of Execution by Chris McChesney, Sean Covey & Jim Huling

The 4 Disciplines of Execution

Chris McChesney, Sean Covey & Jim Huling

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Scaling Up by Verne Harnish

Scaling Up

Verne Harnish

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Who by Geoff Smart & Randy Street

Who

Geoff Smart & Randy Street

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The Great Game of Business by Jack Stack (edited by Bo Burlingham)

The Great Game of Business

Jack Stack (edited by Bo Burlingham)

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The Effective Executive by Peter F. Drucker

The Effective Executive

Peter F. Drucker

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Thinking in Systems by Donella H. Meadows

Thinking in Systems

Donella H. Meadows

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The Phoenix Project by Gene Kim, Kevin Behr & George Spafford

The Phoenix Project

Gene Kim, Kevin Behr & George Spafford

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The Goal by Eliyahu M. Goldratt & Jeff Cox

The Goal

Eliyahu M. Goldratt & Jeff Cox

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Clockwork by Mike Michalowicz

Clockwork

Mike Michalowicz

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The Great CEO Within by Matt Mochary with Alex Maccaw & Misha Talavera

The Great CEO Within

Matt Mochary with Alex Maccaw & Misha Talavera

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Principles by Ray Dalio

Principles

Ray Dalio

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What Got You Here Won't Get You There by Marshall Goldsmith & Mark Reiter

What Got You Here Won't Get You There

Marshall Goldsmith & Mark Reiter

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The First 90 Days by Michael D. Watkins

The First 90 Days

Michael D. Watkins

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ORDER TO CHAOS

Pillar 3: Build Culture That Thrives in Complexity

Team dynamics, trust, psychological safety, communication, and the leadership models that build organizations people don't want to leave.

The Five Dysfunctions of a Team by Patrick Lencioni

The Five Dysfunctions of a Team

Patrick Lencioni

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The Advantage by Patrick Lencioni

The Advantage

Patrick Lencioni

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Leaders Eat Last by Simon Sinek

Leaders Eat Last

Simon Sinek

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Start with Why by Simon Sinek

Start with Why

Simon Sinek

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The Culture Code by Daniel Coyle

The Culture Code

Daniel Coyle

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Daring Greatly by Brené Brown

Daring Greatly

Brené Brown

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The Fearless Organization by Amy C. Edmondson

The Fearless Organization

Amy C. Edmondson

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Teaming by Amy C. Edmondson

Teaming

Amy C. Edmondson

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Radical Candor by Kim Scott

Radical Candor

Kim Scott

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Crucial Conversations by Joseph Grenny, Kerry Patterson, Ron McMillan, Al Switzler & Emily Gregory

Crucial Conversations

Joseph Grenny, Kerry Patterson, Ron McMillan, Al Switzler & Emily Gregory

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Never Split the Difference by Chris Voss with Tahl Raz

Never Split the Difference

Chris Voss with Tahl Raz

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The 21 Irrefutable Laws of Leadership by John C. Maxwell

The 21 Irrefutable Laws of Leadership

John C. Maxwell

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Developing the Leader Within You 2.0 by John C. Maxwell

Developing the Leader Within You 2.0

John C. Maxwell

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Team of Teams by Stanley McChrystal, Tantum Collins, David Silverman & Chris Fussell

Team of Teams

Stanley McChrystal, Tantum Collins, David Silverman & Chris Fussell

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The Hard Thing About Hard Things by Ben Horowitz

The Hard Thing About Hard Things

Ben Horowitz

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Leadership on the Line by Ronald A. Heifetz & Marty Linsky

Leadership on the Line

Ronald A. Heifetz & Marty Linsky

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Legacy by James Kerr

Legacy

James Kerr

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The Score Takes Care of Itself by Bill Walsh, Steve Jamison & Craig Walsh

The Score Takes Care of Itself

Bill Walsh, Steve Jamison & Craig Walsh

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No Rules Rules by Reed Hastings & Erin Meyer

No Rules Rules

Reed Hastings & Erin Meyer

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Powerful by Patty McCord

Powerful

Patty McCord

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First, Break All the Rules by Marcus Buckingham & Curt Coffman

First, Break All the Rules

Marcus Buckingham & Curt Coffman

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Outliers by Malcolm Gladwell

Outliers

Malcolm Gladwell

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Blink by Malcolm Gladwell

Blink

Malcolm Gladwell

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The Tipping Point by Malcolm Gladwell

The Tipping Point

Malcolm Gladwell

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Leadership: The Power of Emotional Intelligence by Daniel Goleman

Leadership: The Power of Emotional Intelligence

Daniel Goleman

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Primal Leadership by Daniel Goleman, Richard E. Boyatzis & Annie McKee

Primal Leadership

Daniel Goleman, Richard E. Boyatzis & Annie McKee

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Supercommunicators by Charles Duhigg

Supercommunicators

Charles Duhigg

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The Journey of Leadership by Dana Maor, Hans-Werner Kaas, Kurt Strovink & Ramesh Srinivasan

The Journey of Leadership

Dana Maor, Hans-Werner Kaas, Kurt Strovink & Ramesh Srinivasan

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Creativity, Inc. by Ed Catmull & Amy Wallace

Creativity, Inc.

Ed Catmull & Amy Wallace

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The 4 Stages of Psychological Safety by Timothy R. Clark

The 4 Stages of Psychological Safety

Timothy R. Clark

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Trillion Dollar Coach by Eric Schmidt, Jonathan Rosenberg & Alan Eagle

Trillion Dollar Coach

Eric Schmidt, Jonathan Rosenberg & Alan Eagle

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Tribal Leadership by Dave Logan, John King & Halee Fischer-Wright

Tribal Leadership

Dave Logan, John King & Halee Fischer-Wright

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Belonging by Owen Eastwood

Belonging

Owen Eastwood

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Work Rules! by Laszlo Bock

Work Rules!

Laszlo Bock

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The Leadership Challenge by James M. Kouzes & Barry Z. Posner

The Leadership Challenge

James M. Kouzes & Barry Z. Posner

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Radical Focus by Christina Wodtke

Radical Focus

Christina Wodtke

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The Making of a Manager by Julie Zhuo

The Making of a Manager

Julie Zhuo

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ORDER TO CHAOS

High-Pressure, Military & Crisis Leadership

The books that shaped how I think about leadership under fire. From combat psychology to wildland fire to high-altitude disaster — these are the real-world case studies.

Military & Combat Leadership

On Killing by Lt. Col. Dave Grossman

On Killing

Lt. Col. Dave Grossman

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On Combat by Dave Grossman & Loren W. Christensen

On Combat

Dave Grossman & Loren W. Christensen

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Warrior Mindset by Michael J. Asken, Dave Grossman & Loren W. Christensen

Warrior Mindset

Michael J. Asken, Dave Grossman & Loren W. Christensen

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The Gift of Fear by Gavin de Becker

The Gift of Fear

Gavin de Becker

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Gates of Fire by Steven Pressfield

Gates of Fire

Steven Pressfield

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Unbroken by Laura Hillenbrand

Unbroken

Laura Hillenbrand

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Sitting in the Hot Seat by Rhona Flin

Sitting in the Hot Seat

Rhona Flin

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Books From Some Programs

Undaunted Courage by Stephen E. Ambrose

Undaunted Courage

Stephen E. Ambrose

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Inviting Disaster by James R. Chiles

Inviting Disaster

James R. Chiles

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Into Thin Air by Jon Krakauer

Into Thin Air

Jon Krakauer

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Fire on the Mountain by John N. Maclean

Fire on the Mountain

John N. Maclean

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Young Men and Fire by Norman Maclean

Young Men and Fire

Norman Maclean

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The Perfect Storm by Sebastian Junger

The Perfect Storm

Sebastian Junger

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The Leadership Moment by Michael Useem

The Leadership Moment

Michael Useem

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Leading Up by Michael Useem

Leading Up

Michael Useem

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Leading Quietly by Joseph L. Badaracco Jr.

Leading Quietly

Joseph L. Badaracco Jr.

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The Invisible Gorilla by Christopher Chabris & Daniel Simons

The Invisible Gorilla

Christopher Chabris & Daniel Simons

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Mastering Civility by Christine Porath

Mastering Civility

Christine Porath

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Useful Delusions by Shankar Vedantam & Bill Mesler

Useful Delusions

Shankar Vedantam & Bill Mesler

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The Killer Angels by Michael Shaara

The Killer Angels

Michael Shaara

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Make Your Bed by Admiral William H. McRaven

Make Your Bed

Admiral William H. McRaven

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The Unthinkable by Amanda Ripley

The Unthinkable

Amanda Ripley

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Leadership in Turbulent Times by Doris Kearns Goodwin

Leadership in Turbulent Times

Doris Kearns Goodwin

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The Mission, The Men, and Me by Pete Blaber

The Mission, The Men, and Me

Pete Blaber

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Chasing Excellence by Ben Bergeron

Chasing Excellence

Ben Bergeron

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