Community Reading List
Evergreen recommendations from the IrregularChat community—books that remain relevant year after year.
Looking for current recommendations? See 2026 Community Recommendations for this year's picks.
Leadership
Wiki Resources
The Infinite Game
Author: Simon Sinek
How to build organizations that thrive over the long term by adopting an infinite mindset.
- Amazon: The Infinite Game
Start with Why: How Great Leaders Inspire Everyone to Take Action
Author: Simon Sinek
The foundational text on purpose-driven leadership—why the "why" matters more than the "what" or "how."
- Amazon: Start with Why
Leaders Eat Last: Why Some Teams Pull Together and Others Don't
Author: Simon Sinek
How great leaders create environments where people naturally work together to achieve remarkable things.
- Amazon: Leaders Eat Last
Thoughts of a Philosophical Fighter Pilot
Author: James Stockdale
Wisdom from a Vietnam POW and Medal of Honor recipient on stoicism, leadership, and resilience.
Influence & Information Operations
Wiki Resources
Putin's Trolls: On the Frontlines of Russia's Information War Against the World
Author: Jessikka Aro
Firsthand account of Russian information warfare operations and their global impact.
- Amazon: Putin's Trolls
Disinformation: Former Spy Chief Reveals Secret Strategies for Undermining Freedom, Attacking Religion, and Promoting Terrorism
Authors: Gen Ion Mihai Pacepa & Prof Ronald J Rychlak
A former Romanian intelligence chief reveals Soviet disinformation tactics—many still in use today.
- Amazon: Disinformation
Social Engineering & Persuasion
Social Engineering: The Science of Human Hacking
Author: Christopher J. Hadnagy
The definitive guide to understanding and defending against social engineering attacks.
- Amazon: Social Engineering
- Related: Cybersecurity Resources
Click: The Forces Behind How We Fully Engage with People, Work, and Everything We Do
Author: Ori Brafman
The psychology of connection and engagement.
- Amazon: Click
The Starfish and the Spider: The Unstoppable Power of Leaderless Organizations
Authors: Ori Brafman & Rod A. Beckstrom
Why decentralized organizations often outperform hierarchical ones.
- Amazon: The Starfish and the Spider
The Power of Persuasion: How We're Bought and Sold
Author: Robert Levine
Understanding the mechanics of persuasion in everyday life.
- Amazon: The Power of Persuasion
Influence: The Psychology of Persuasion
Author: Robert Cialdini
The classic text on the six principles of influence—reciprocity, commitment, social proof, authority, liking, and scarcity.
- Amazon: Influence
Society & Media
Propaganda
Author: Edward Bernays
The 1928 classic that shaped modern public relations and political communication. Bernays, Freud's nephew, explains how to engineer consent.
- Amazon: Propaganda
Manufacturing Consent: The Political Economy of the Mass Media
Authors: Edward S. Herman & Noam Chomsky
How media systems serve elite interests through structural filters rather than overt censorship.
- Amazon: Manufacturing Consent
Mistakes Were Made (but Not By Me)
Author: Carol Tavris
The psychology of self-justification and why we struggle to admit we're wrong.
- Amazon: Mistakes Were Made
Psychology & Decision Making
Wiki Resources
Thinking, Fast and Slow
Author: Daniel Kahneman
Nobel laureate explains the two systems that drive how we think—fast intuition vs. slow reasoning.
- Amazon: Thinking, Fast and Slow
Crowd Psychology
The True Believer: Thoughts on the Nature of Mass Movements
Author: Eric Hoffer
Why people join mass movements and what makes movements succeed or fail.
- Amazon: The True Believer
The Crowd: A Study of the Popular Mind
Author: Gustave Le Bon
1895 classic on crowd psychology that influenced leaders from Roosevelt to Mussolini.
- Amazon: The Crowd
Memoirs of Extraordinary Popular Delusions
Author: Charles Mackay
1841 study of financial bubbles and mass hysteria—from tulip mania to witch hunts.
- Amazon: Extraordinary Popular Delusions
Public Opinion
Author: Walter Lippmann
How the media shapes public perception and the gap between reality and the "pictures in our heads."
- Amazon: Public Opinion
Foreign Perspectives of America
Understanding Anti-Americanism
Author: Paul Hollander
Academic analysis of anti-American sentiment worldwide—its origins and manifestations.
- Amazon: Understanding Anti-Americanism
Land without Ghosts
Author: David Arkush
Chinese perspectives on America from the mid-19th century onward.
- Amazon: Land Without Ghosts
Hating America: A History
Author: Barry Rubin
Historical survey of anti-Americanism from the founding era to the present.
- Amazon: Hating America
The Ugly American
Authors: William J. Lederer & Eugene Burdick
1958 novel that shaped American foreign policy thinking—why we fail at winning hearts and minds.
- Amazon: The Ugly American
War & Conflict
Wiki Resources
Triple Cross: How bin Laden's Master Spy Penetrated the CIA, the Green Berets, and the FBI
Author: Peter Lance
The story of Ali Mohamed, the al-Qaeda triple agent who trained terrorists while working with U.S. intelligence.
- Amazon: Triple Cross
Ghost Wars: The Secret History of the CIA, Afghanistan, and Bin Laden
Author: Steve Coll
Pulitzer Prize-winning history of CIA operations in Afghanistan from the Soviet invasion to 9/11.
- Amazon: Ghost Wars
War Is a Racket
Author: Smedley D. Butler
America's most decorated Marine general exposes the business interests behind war.
- Amazon: War Is a Racket
- See also: Gangsters of Capitalism in 2026 Recommendations
The Art of War
Author: Sun Tzu
The ancient Chinese classic on strategy—still required reading for military and business leaders.
- Amazon: The Art of War
The Face of Battle
Author: John Keegan
Revolutionary military history that examines war from the soldier's perspective—Agincourt, Waterloo, and the Somme.
- Amazon: The Face of Battle
The Guns of August
Author: Barbara W. Tuchman
Pulitzer Prize-winning account of the first month of WWI—how miscalculation led to catastrophe.
- Amazon: The Guns of August
The Making of the Atomic Bomb
Author: Richard Rhodes
Pulitzer Prize-winning history of the Manhattan Project—science, politics, and moral reckoning.
- Amazon: The Making of the Atomic Bomb
Open Source Warfare
Brave New War: The Next Stage of Terrorism and the End of Globalization
Author: John Robb
How networked insurgencies and system disruption are changing the nature of conflict.
- Amazon: Brave New War
LikeWar: The Weaponization of Social Media
Author: P.W. Singer
How social media has become a battleground for influence and conflict.
- Amazon: LikeWar
The Sovereign Individual: Mastering the Transition to the Information Age
Authors: James Dale Davidson & Lord William Rees-Mogg
1997 predictions about how technology would reshape power, borders, and sovereignty—many now coming true.
- Amazon: The Sovereign Individual
Intelligence & Analysis
Wiki Resources
Psychology of Intelligence Analysis
Author: Richards J. Heuer Jr.
CIA handbook on cognitive biases and structured analysis—essential for any analyst.
- Free PDF: CIA.gov
The Art of Intelligence: Lessons from a Life in the CIA's Clandestine Service
Author: Henry A. Crumpton
Memoir from a CIA operations officer on tradecraft, leadership, and the human side of intelligence.
- Amazon: The Art of Intelligence
The Craft of Intelligence
Author: Allen W. Dulles
Former CIA Director's overview of intelligence fundamentals—still relevant decades later.
- Amazon: The Craft of Intelligence
The Secret World: A History of Intelligence
Author: Christopher Andrew
Comprehensive history of intelligence from ancient times to the present.
- Amazon: The Secret World
Research & Data Analysis
The Signal and the Noise: Why So Many Predictions Fail — but Some Don't
Author: Nate Silver
How to separate signal from noise in a world of data overload.
- Amazon: The Signal and the Noise
Applied Predictive Modeling
Authors: Max Kuhn & Kjell Johnson
Technical guide to predictive modeling techniques.
- Amazon: Applied Predictive Modeling
The Elements of Statistical Learning
Authors: Trevor Hastie, Robert Tibshirani & Jerome Friedman
The graduate-level textbook on machine learning and statistical methods.
- Amazon: Elements of Statistical Learning
Knowing What We Know
Author: Simon Winchester
A history of how humans have gathered, stored, and transmitted knowledge.
- Amazon: Knowing What We Know
Technology & Cybersecurity
Wiki Resources
Genius Makers
Author: Cade Metz
The story of the AI revolution and the mavericks who made it happen.
- Amazon: Genius Makers
The Information: A History, a Theory, a Flood
Author: James Gleick
How information became the defining feature of the modern age.
- Amazon: The Information
Ghost in the Wires: My Adventures as the World's Most Wanted Hacker
Author: Kevin Mitnick
Memoir of America's most famous hacker—social engineering, phone phreaking, and cat-and-mouse with the FBI.
- Amazon: Ghost in the Wires
The Cuckoo's Egg: Tracking a Spy Through the Maze of Computer Espionage
Author: Cliff Stoll
The true story that founded cybersecurity—tracking a hacker through early computer networks.
- Amazon: The Cuckoo's Egg
- See also: Extended review in 2026 Recommendations
Cyber Spies
Author: Gordon Corera
History of cyber espionage from WWII codebreakers to modern state-sponsored hacking.
- Amazon: Cyber Spies
Sandworm: A New Era of Cyberwar and the Hunt for the Kremlin's Most Dangerous Hackers
Author: Andy Greenberg
The story of Russia's most destructive hacking group and the hunt to stop them.
- Amazon: Sandworm
Philosophy
Meditations
Author: Marcus Aurelius
The Roman Emperor's personal journal—timeless Stoic wisdom on resilience and perspective.
- Amazon: Meditations
- See also: Extended review in 2026 Recommendations
Enchiridion
Author: Epictetus
The Stoic handbook—practical philosophy for living well.
- Amazon: Enchiridion
Related Resources
- 2026 Community Recommendations - This year's picks
- Community Recommended Episodes - Podcast episodes
- Learning Resources - Free courses and training
- AI/ML Learning - AI-specific learning paths
- Certifications - Professional development