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Why war still surprises

The Illusion of Predictability in War

War remains humanity's most catastrophic failure of imagination. What makes this review of Phillips O'Brien's War and Power striking is its demolition of the comfortable assumption that military outcomes can be forecast by counting tanks and troops. The authors expose how Western analysts catastrophically misread Ukraine's resilience—and Russia's weakness—before February 2022.

The Great Power Delusion

Sarah Longwell, Tim Miller, Bill Kristol write that "the threshold for being a 'great power' has been regularly redefined, muddied, and even lowered, to such a degree that by 2022 an economically weak and political corrupt system such as Vladimir Putin's Russia was widely hailed as one." This conceptual fog originates with Leopold von Ranke, the nineteenth-century German historian who coined the term. The label persisted long after its usefulness expired.

"If there is one general truth in war, it is that how a war ends bears very little resemblance to how people imagine it will end when it starts."

The Pentagon's pre-invasion briefing predicted Kyiv would fall in seventy-two hours. Ukraine would suffer fifteen thousand battle deaths; Russia, four thousand. These numbers were not cautious estimates—they were confident projections from the Chairman of the Joint Chiefs of Staff. Volodymyr Zelenskyy was expected to flee westward. None of it happened.

Why war still surprises

Sarah Longwell, Tim Miller, Bill Kristol note that O'Brien dissented from this analytic consensus, "noting the weaknesses of the Russian military and Ukraine's underappreciated strengths." The authors emphasize that "merely counting up guns and ships and airplanes and troops is profoundly misleading." Power cannot be reduced to arithmetic.

Critics might note that O'Brien's subtitle—"Who Wins Wars—And Why"—contradicts his own skepticism about prediction. If war's outcomes defy imagination at the starting line, what methodology can reliably explain them?

What Actually Makes States Strong

The foundation of state power, per O'Brien, is economic and technological capacity: "the ability to develop and make the most advanced 'stuff' in very large numbers." The HMS Dreadnought exemplified this—not because the battleship itself shifted European power, but because its construction revealed Britain's underlying productive capacity. France and Russia lacked the industrial base to compete. Only the United States and Germany could.

Sarah Longwell, Tim Miller, Bill Kristol point to a contemporary parallel: "At the outset of the Russia–Ukraine war, Ukraine had no capacity to speak of to produce drones. By 2024, it was producing a variety of configurations of drones in the millions." Russia, initially dependent on Iranian imports, expanded its own production. Industrial adaptation became a battlefield.

The Society That Must Fight

Leadership matters—individual personalities shape state destinies. But societal commitment matters more. Sarah Longwell, Tim Miller, Bill Kristol explain: "A society that believes that it is going to end up on the winning side of a war or that it is has no alternative but to fight a war has a significant advantage." Ukraine fights for existence. Russia fights for Putin's choice. The difference permeates every unit, every supply line, every decision.

The Vietnam War illustrates the inverse. The United States never lost a battle. It inflicted 1.1 million casualties versus fifty-eight thousand American dead. Yet it suffered a humiliating defeat. Societal faith in victory collapsed. The government could not continue prosecuting a war its people rejected.

Critics might note that this framing risks oversimplifying Vietnam's complex geopolitical dynamics and understates how North Vietnamese societal commitment—not American doubt—proved decisive.

The Alliance Advantage

"Rarely does one power win a war," O'Brien writes. "They are almost always won by coalitions, often large and wieldy ones, where a range of allies bring different strengths to the table." Ukraine enjoys European support and, for a time, American backing. Russia's coalition consists of autocracies: China, North Korea, Iran, Belarus.

Sarah Longwell, Tim Miller, Bill Kristol observe that American commitment has been "finicky and fickle," imposing severe restrictions on weapon use and pressuring Ukraine toward disastrous terms. The review notes that "today, the United States is almost systematically jettisoning its allies, casting doubt on its commitment to NATO, waging a trade war against friendly powers across the globe." This erosion of alliance reliability jeopardizes American security.

Critics might argue that alliance cohesion depends less on American consistency than on whether partners perceive shared interests—interests that shift with domestic politics in every democracy.

The China Question

O'Brien's net assessment of a potential U.S. conflict over Taiwan is bleak. In a short war, the United States might prevail. But China's manufacturing advantage grows with duration. The consequences would surpass anything witnessed since 1945.

Sarah Longwell, Tim Miller, Bill Kristol conclude that armies are "imperfect representations of the underlying strengths and weaknesses of the states and societies that create them." Economic capacity, leadership, societal commitment, alliances—these combine in complex, unpredictable interactions. There are no simple answers.

Bottom Line

War and Power dismantles the arithmetic of military prediction and replaces it with something more honest: uncertainty grounded in structural realities. The book's value lies not in forecasting victories but in exposing why confident forecasts fail. For policymakers still counting tanks while societies decide fates, that lesson is overdue.

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Why war still surprises

by Sarah Longwell, Tim Miller, Bill Kristol · The Bulwark · Read full article

War and PowerWho Wins Wars―and Whyby Phillips Payson O’BrienPublicAffairs, 276 pp., $30

WHY DO COUNTRIES WIN OR LOSE wars? With a major war raging in Europe, and a possible conflagration with China looming in the decade ahead, no question is of more urgent importance.

Phillips O’Brien, an American professor of strategic studies at the University of St. Andrews in Scotland, argues that an answer can be derived by studying the wars of the twentieth and twenty-first centuries. O’Brien, a prolific military historian, has been a close observer of the Russian–Ukrainian war, writing about it on his invaluable Substack, and is now the author of War and Power, a book that promises a new “methodology” for understanding how states interact in armed conflict and what makes them “strong” or “weak.”

Before the full-scale Russian invasion of Ukraine in February 2022, the consensus among Western military analysts was that it would be a cakewalk. The U.S. government was making plans to spirit Ukrainian President Volodymyr Zelensky out of the country to safety in the West. In a classified briefing to Congress shortly before the tanks rolled across the border, then-Chairman of the Joint Chiefs of Staff Gen. Mark Milley predicted that Kyiv would fall in 72 hours, and that Ukraine would suffer 15,000 battle deaths compared to a Russian total of 4,000.

Such pessimism was by no means confined to the Pentagon. It was widespread in think tanks and in the analytic community that was advising the U.S. government. Policy choices flowed from such dire predictions. It would be futile for the United States to aid Ukraine with weapons, the thinking went, because the Russian onslaught would be so rapid and devastating. Samuel Charap, a top analyst at the RAND Corporation, argued that the United States could “do nothing” to alter the outcome. And as O’Brien notes, this was “no one-off. It was a vision of Russian power and Ukrainian weakness that had been used for years to argue against providing Ukraine with modern weaponry—on the assumption that Ukrainian conventional resistance against the great power of Russia was doomed.” (O’Brien dissented from this analytic consensus at the time, noting the weaknesses of the Russian military and Ukraine’s underappreciated strengths.)

O’Brien traces such colossal misjudgment in part to the widely embraced concept of “great powers” and the blithe assumption that Russia was one of them, which he closely examines and finds wanting. The ...