A 3-Year Self-Directed Reading Program in Military Strategy and War

strategy
military history
reading list
self-education
48 books across military theory, grand strategy, operational art, and the literature of war.
Author

Jonathan Whitmore

Published

February 8, 2025

Paolo Uccello, The Battle of San Romano (c. 1435–1440)

I created this reading program with the help of Claude, ChatGPT, and Gemini working together. It’s a 3-year, 48-book reading program covering military theory, grand strategy, operational art, and the human dimensions of warfare. Books are sequenced so that foundational ideas appear before their descendants, and each is mapped to the DIME framework (Diplomatic, Informational, Military, Economic instruments of national power).

Year 1: Foundations & Classical Roots (12 books)

# Track Title Author DIME
1 Methodology The Evolution of Strategy Beatrice Heuser I
2 Classical History of the Peloponnesian War Thucydides M/D
3 Classical The Outbreak of the Peloponnesian War Donald Kagan D/M
4 Classical The Art of War Sun Tzu M/I
5 Theory Strategy: The Logic of War and Peace Edward Luttwak M/D
6 Theory The Prince Niccolo Machiavelli D
7 Theory On War (Book 1) Carl von Clausewitz M/D
8 Diplomacy Diplomacy Henry Kissinger D
9 Diplomacy American Diplomacy / Long Telegram George Kennan D/I
10 Case Study The Defeat of the Spanish Armada Garrett Mattingly D/M/I
11 Literature The Iliad Homer Human
12 Literature Storm of Steel Ernst Junger Human

Year 2: Grand Strategy, Operational Art & Frameworks (19 books)

# Track Title Author DIME
13 Core Theory On War (Books 2–8) Carl von Clausewitz M/D
14 Framework The Strategy Bridge Colin Gray M/D
15 Core Theory Arms and Influence Thomas Schelling M/I
16 Implementation Essence of Decision Graham Allison & Philip Zelikow D/M/I
17 Grand Strategy The Rise and Fall of the Great Powers Paul Kennedy E/M
18 Grand Strategy Why Nations Fail Daron Acemoglu & James Robinson E/D
19 Grand Strategy The Twenty Years’ Crisis E.H. Carr D
20 Grand Strategy The Struggle for Mastery in Europe A.J.P. Taylor D/M
21 Grand Strategy On Grand Strategy John Lewis Gaddis D/M
22 Anthology Makers of Modern Strategy Peter Paret (ed.) M/D/I
23 Nuclear The Evolution of Nuclear Strategy Lawrence Freedman M/I
24 Operational Soviet Military Operational Art David Glantz M
25 Operational The Influence of Sea Power Upon History Alfred Thayer Mahan M/E
26 Operational Some Principles of Maritime Strategy Julian Corbett M/D
27 Operational Foundations of the Science of War J.F.C. Fuller M
28 Operational The Air Campaign John Warden M
29 Innovation Military Innovation in the Interwar Period Murray & Millett M
30 Literature War and Peace Leo Tolstoy Human
31 Literature Dispatches Michael Herr Human
32 Literature Matterhorn Karl Marlantes Human

Year 3: Contemporary Challenges, Critique & Synthesis (17 books)

# Track Title Author DIME
33 Irregular Counterinsurgency David Kilcullen M/I
34 Irregular The Dragons and the Snakes David Kilcullen M/I
35 Irregular Wrong Turn Gian Gentile M/D
36 Irregular A Savage War of Peace Alistair Horne M/D/I
37 Irregular Inside Al Qaeda Rohan Gunaratna I/M
38 Non-Western Unrestricted Warfare Qiao Liang & Wang Xiangsui M/I/E
39 Non-Western Grand Strategy of the Byzantine Empire Edward Luttwak D/I
40 Information Active Measures Thomas Rid I
41 Economic War by Other Means Blackwill & Harris E/D
42 Failure The March of Folly Barbara Tuchman D/M
43 Intelligence Strategic Surprise Richard Betts I/M
44 Ethics Just and Unjust Wars Michael Walzer D/M
45 Civil-Military The Soldier and the State Samuel Huntington D/M
46 Literature The Things They Carried Tim O’Brien Human
47 Literature Blood Meridian Cormac McCarthy Human
48 Literature Generation Kill Evan Wright Human