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Trump, Markets and The Greatest Crash in U.S. History, with Andrew Ross Sorkin (Part One)

In 1929, the world watched in shock as the unstoppable Wall Street bull market went into a freefall, wiping out fortunes and igniting a depression that would reshape a generation. In November 2025, Andrew Ross Sorkin, acclaimed New York Times columnist and author, came to Intelligence Squared to rev

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Executive Summary: Andrew Ross-Sorkin argues that 1929 was not a single crash but a chain of policy failures after a speculative boom, and he sees clear echoes in today’s AI-fueled markets, private credit, and rising leverage. He believes a crash is likely within 10 years, but a Great Depression is less certain because policymakers can now print money—though debt and political limits remain major risks.

Main Topics: 1929 as a chain of dominoes, not one crash (Priority: 5/5): Ross-Sorkin reframes 1929 as the start of a series of policy mistakes—rather than one market event—that transformed a crash into the Great Depression. Speculation, leverage, and the democratization of debt (Priority: 5/5): The 1920s boom was powered by new technologies, investor euphoria, and normalized borrowing, including 10-to-1 margin lending that magnified losses. Policy failures under Hoover and the Fed (Priority: 5/5): Hoover’s tax hikes, tariffs, wage pressure, and the Fed’s inaction combined with the gold standard to deepen and prolong the downturn. Regulation and the imperfect birth of Glass-Steagall (Priority: 4/5): The eventual banking reforms came late and were shaped by political maneuvering, not pure reformist intent, revealing how crisis regulation is often messy and compromised. Parallels to today’s AI and private credit bubble (Priority: 5/5): The speakers compare 1920s mania to current AI enthusiasm, concentrated markets, and hidden leverage in private credit that could create the next crisis. What changes since 1929: central bank firepower (Priority: 4/5): Unlike 1929, modern central banks can print money and likely would intervene aggressively, but the open question is how debt markets and bondholders would react.

Key Arguments: 1929 should be understood as a sequence of policy errors after the initial market break, not a single day of collapse. The speculative boom was fueled by technological change, easy credit, and a cultural shift that made borrowing socially acceptable. Margin lending at 10-to-1 meant ordinary investors were wiped out not just by falling stock prices but by debt obligations tied to those positions. Hoover’s policies—tax increases, wage pressure, and Smoot-Hawley tariffs—helped worsen the downturn. The Federal Reserve’s fear of political backlash and the constraints of the gold standard kept it from acting decisively. Glass-Steagall and related reforms were politically dirty and contested, not purely principled regulatory breakthroughs. Today’s private credit system may hide leverage in ways that make a crisis less visible but potentially more dangerous. AI valuations and infrastructure spending may not 'pencil out,' but even if AI succeeds, productivity gains could mean major labor displacement and social disruption. Modern policymakers likely would flood the system with liquidity in a crisis, unlike 1929, but public debt and bond-market discipline could limit their room to maneuver.

Data Points: Likelihood of a global economic crisis within 10 years: 45% likely, 42% unlikely, 13% undecided - Audience poll at the start/end of the event Timing of the 1929 market decline: Mid-October to November 13 - Ross-Sorkin says the market fell over roughly a month, not in one day Peak stock market decline during crash: About 50% - Describing the depth of the 1929 market drop from the high Stock market decline for the year 1929: Down 17% by the end of 1929 - Important correction to the common belief that 1929 was an immediate total wipeout Investor leverage: 10-to-1 - Brokerage margin lending allowed investors to borrow $10 for every $1 put down U.S. unemployment at the Depression bottom: 25% - Ross-Sorkin cites 1932 as the worst point of the Depression Bank failures in America: 9,000 banks failed - By 1940, cited as part of the Depression’s scale and depth Global trade decline after tariffs: Fell by 60% in 12 months - Smoot-Hawley tariffs and trade retaliation sharply reduced global commerce Duration from 1929 crash to major regulation: About four years - Glass-Steagall and broader reckoning arrived only after the downturn had deepened Audience reference to current market cycle: Comparable to October 1999 - Ross-Sorkin cites Paul Tudor Jones’s view of today’s market environment

Pivotal Quotes: "The crash of 1929 was just one domino in a series of dominoes." — Andrew Ross-Sorkin: Summarizing his central thesis that policy choices turned a crash into a depression "Without doubt, I would be shocked if there wasn't a crash." — Andrew Ross-Sorkin: His view that a market correction in the next decade is highly likely "What I don't know is if you actually did flood the system with money at a time when you actually don't have it... what happens then?" — Andrew Ross-Sorkin: Discussing the modern constraint of high public debt if a future bailout becomes necessary

Implications: Listeners should expect future market stress and should pay attention to hidden leverage, especially in private credit and AI-linked spending. The key policy question is not whether a crash comes, but whether governments can respond without triggering a debt crisis.

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