49 books like Alexander the Great and the Logistics of the Macedonian Army

This book makes strategy practical for founders, and strategy is so often done badly and contributes to business failure.

The essence of it is to recognize and solve the “decisive challenge.” For example, Elon Musk identified and solved the decisive challenge facing SpaceX when he made Falcon 9 the world’s first orbital class reusable rocket.

Back down to earth, strategy has to face the business challenges honestly and provide a coherent approach to tackling them. This book genuinely helps us to do just that.

Wedgewood published this in 1938, on the cusp of World War II.

In many ways the disaster that was the Thirty Years war provided an allegory of what was to come. Many authors have tackled this subject since Wedgewood wrote, some far more massive than her 500 pages, but there’s a reason this one remains in print. Wedgewood wrote an eminently readable narrative that is as delightful to read as its subject is dreadful. She excelled at what narrative should provide: a sense of development, how a huge event happens from beginning to end, all while keeping the reader’s attention. 

Wedgewood conveyed the nastiness, carnage, and utter craziness of the conflict in a dispassionate, easily understandable way.

As they move up, executives become more and more responsible for strategy and building the capacity of the organization. But one thing never changes: they are still responsible for making sure that strategic plans get implemented.

Their dilemma, given all the other responsibilities they take on, is how to manage execution without getting bogged down at too low a level of detail. Bossidy is a retired CEO and Charan is a well-respected consultant. They lay out a roadmap for ensuring implementation and simultaneously building organization capacity.

Lynn was one of my graduate advisors decades ago, but he wrote this long after I finished.

A highly respected military historian, Lynn did a remarkably sympathetic and nuanced job of explaining the vital role women played in early modern warfare. No, he doesn’t concentrate on the few who took on male garb and actually fought, but rather the tens of thousands of mostly nameless “camp followers” who provided essential services: food and fodder, as sutlers, and yes, as prostitutes. Quite simply, an early modern army couldn’t function without its extensive “tail.” 

One of the salient characteristics separating premodern and modern armies is how governments eventually, over a long period of time, froze out women from participating in any aspects of warfare by bringing under their aegis all the services (save prostitution) that women had heretofore provided.

Written in 1982 as one of the earliest books on strategy and still very relevant today. Ohmae was head of McKinsey Japan at the time of Japan's dominance in global business and contributed to the success of many Japanese companies. I had the great honor of meeting Ken Ohmae once and persuading him a few years later to provide an endorsement for my own book. Ohmae’s book explores the ways in which the strategist must think, the key principles and thought patterns that real-world strategists have used to move their companies forward in Japan and throughout the world. A timeless classic that is not just about Japan.

Of the many books explaining the success of the Roman Empire, this is by far the best in that it shows how Rome continually adapted its strategy in building and sustaining its empire. Rome's strategy was not ceaseless fighting but comprehensive strategies that unified force, diplomacy, and an immense infrastructure. Initially relying on client states to buffer attacks, Rome moved to permanent frontier defense. Finally, as barbarians began to penetrate the empire, Rome fielded large armies in a strategy of defense-in-depth. This book's lesson for business strategy is that companies need to constantly adapt their strategies as their circumstances change. The book also has powerful implications for modern geopolitical strategy—be flexible in both means and ends.

Mattern’s book is as much about Roman attitudes and mindset as it is about warfare. 

Even though planning and implementing “strategy” is sometimes seen as a modern thing, clearly the Romans had one, though, as Mattern phrases it, was more akin to our stereotypes of the mafia: Rome wanted respect more than anything, and went to great lengths to ensure it received it. The Romans and their empire had an incredibly long memory, and they didn’t forget slights.

When a people or country dissed the Romans in some way, Rome came after them, even if doing so took decades.  

In English at least, there aren’t many historians who cover this neglected period. 

Bachrach not only provides a nice military survey of an unfamiliar era, but he includes innovative and imaginative analytical chapters on military education, leadership, and training, suggesting that Medieval armies were far better organized, trained, led, and equipped than we give them credit for.

Bachrach gamely tries to provide answers for things we take for granted but nobody ever considers, like, “how hard is it to climb a ladder with heavy objects?” That was an important consideration at a siege.  Well, 21st-century handbooks on firefighting answer that question, and the same answer worked for human beings in the tenth century too. 

This book is full of this kind of insight.

Melissa Scott has written the best “What would’ve happened if Alexander didn’t die?” alternate history. It’s a popular question among historians, but usually assumes he survived his final illness. Scott takes a different tack, choosing instead to diverge some years before his death. Here, he returns from Asia to put down a revolt in Greece. After that, he goes west, against first Rome, then Carthage. Although the characters aren’t as fleshed out as in some of her later military SF (this was an early work), her grasp of military maneuvers and politics, for which she would later earn attention, is on full display. It’s a viable tale of what might have happened, had Alexander decided to take on Rome, or Carthage, at that point in their histories.

This gorgeous book has everything I want in a romance: hilarious accidents, steaming heat, and complex characters who you absolutely root to fall in love. There’s nothing more than I love than a hero underestimating his heroine! This is the first in a series of thirteen books (at the time of writing!), so if you love Sasha’s style, there’s plenty to dive into.