Plain English with Derek Thompson
Plain English with Derek Thompson

How Ukraine Wins

Derek talks to The Atlantic’s Anne Applebaum about Zelensky’s global appeal, the roots of Putin's lust for empire, and Ukraine’s prospects for victory. Host: Derek Thompson Guest: Anne Applebaum Producer: Devon Manze Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Anne Applebaum Guest

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Episode Summary

Executive Summary: Anne Applebaum argues that Russia’s war on Ukraine is driven by Putin’s imperial obsession and fear of democracy, not economic rationality. She says Ukraine is currently winning because it has blunted Russia’s initial blitzkrieg, while Zelensky’s authentic wartime leadership has turned Ukraine into a global symbol of liberal democracy. She urges more Western military and humanitarian support, while warning against simplistic off-ramp or sanctions assumptions.

Main Topics: Historical Roots of Ukrainian Resistance (Priority: 5/5): Applebaum links today’s Ukrainian resolve to the Holodomor and a long history of Russian/Soviet efforts to treat Ukraine as subordinate territory, arguing that collective memory of past repression shapes present resistance. Putin’s Motives and Imperial Psychology (Priority: 5/5): She contends Putin seeks personal power, revived Russian greatness, and control over Ukraine and Belarus, and that his worldview is driven by status, memory, and anti-democratic fear rather than ordinary economic interests. Why Western Assumptions Failed (Priority: 4/5): The West misread Putin by assuming leaders prioritize prosperity and predictable incentives; Applebaum argues sanctions alone cannot shape behavior if his real goals are ideological and imperial. Why Russia’s Invasion Stalled (Priority: 5/5): She attributes Russia’s poor performance to Putin’s ignorance of Ukraine, isolation from truthful feedback, and endemic corruption in the Russian military and defense bureaucracy. Zelensky as Wartime and Political Symbol (Priority: 4/5): Applebaum says Zelensky’s significance lies in embodying a patriotic defender of liberal democracy—someone who bridges Western political divides through authenticity, bravery, and media skill. What Ukrainian Victory Should Mean (Priority: 5/5): She defines victory as a sovereign, democratic Ukraine with the right to choose its government and foreign alignment, rejecting a prolonged muddle or managed stalemate as the goal. Western Policy, Off-Ramps, and Nuclear Risk (Priority: 5/5): She calls for stronger arms and humanitarian aid, says nuclear threats are likely coercive signaling, and argues any off-ramp must be designed by Putin and acceptable to Ukrainians.

Key Arguments: Ukraine’s historical trauma, especially the 1930s famine, helps explain why Ukrainians are fighting so fiercely against Russian occupation today. Putin views Ukraine’s democratic orientation as a direct threat to his authoritarian rule and to an imagined Russian imperial project. The West wrongly assumed political actors prioritize prosperity; Putin prioritizes power, legacy, and geopolitical status. Sanctions may hurt Russia’s war machine over time, but they are not likely to quickly change Putin’s core motivations. Russia’s invasion underperformed because Putin lacked real knowledge of Ukraine and was surrounded by loyalists and corrupted military officials who fed him false information. Zelensky’s greatest contribution is presenting a living, authentic model of liberal-national resistance that unites audiences across the West. A true Ukrainian victory means sovereignty, self-determination, and the ability to choose Europe; a frozen conflict or mere resistance is inadequate. Western policy should emphasize more robust weapons delivery and visible humanitarian support rather than only trying to minimize harm. Nuclear rhetoric is partly intimidation, but the risk cannot be dismissed; deterrence requires signaling credible consequences without escalating recklessly.

Data Points: Ukrainian famine deaths: nearly 4 million / more than 4 million - Applebaum references the Holodomor as a deliberate famine under Stalin in the early 1930s. Russian casualties in the war: about 10,000 soldiers - The host cites a leaked report suggesting Russia had already lost around 10,000 soldiers in roughly a month. Soviet-Afghan War duration: 10 years - Used for comparison with the war’s reported Russian casualties. Share of Soviet-Afghan casualties already matched: two-thirds - The host says the leaked Russian casualty estimate is already two-thirds of Soviet-Afghan War casualties. Initial Russian war goal: take Kyiv in 3-4 days - Applebaum contrasts this stated objective with Russia’s actual stalled progress. Planned conquest timeline: 4-6 weeks - Russia aimed to advance through Ukraine, including to the Polish border, within this period. US sanctions target: central bank reserves - Applebaum says these sanctions matter because they block Russia from accessing foreign reserves.

Pivotal Quotes: "Ukraine must win" — Anne Applebaum: Her Atlantic thesis and central policy argument for the war’s desired outcome. "Ukraine is a real country, that Ukrainians remember their history and their 20th century history, that they don't want to be occupied" — Anne Applebaum: Explaining why Putin’s assumptions about Ukrainian resistance were disastrously wrong. "He cares about an image of an eternal Russia." — Timothy Snyder (quoted by Derek Thompson): Used to frame Putin as motivated by legacy and imperial symbolism rather than economic rationality.

Implications: The episode argues the West should stop planning around a stalemate and instead back a decisive Ukrainian victory with more weapons, aid, and realism about Putin’s goals. It also warns authoritarian leaders worldwide are watching whether aggression is rewarded.

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