Andrew Ross Sorkin (on stock market crashes)

Summary of Andrew Ross Sorkin (on stock market crashes)

by Armchair Umbrella

1h 47mNovember 19, 2025

Overview of Armchair Expert — Andrew Ross Sorkin (on stock market crashes)

This Armchair Expert episode features journalist Andrew Ross Sorkin (New York Times, DealBook, Too Big to Fail) discussing his new book 1929: Inside the Greatest Crash in Wall Street History and How It Shattered a Nation. The conversation covers Sorkin’s career origins, how he researched and reconstructed the 1929 crash from scattered archives, the mechanics and characters behind the bubble-and-bust, what government and the Fed did (and didn’t) — and the resonant parallels and warnings for today's markets (crypto, private markets, leverage, and deregulation). The episode also includes asides about AI, media trust, creatine, and pop-culture tangents.

Guest background

  • Andrew Ross Sorkin: NYT journalist and DealBook founder; co-anchor on CNBC’s Squawk Box; author of Too Big to Fail; co-creator/consultant on TV (e.g., Billions, contributions to Breaking Bad references).
  • Early start: began publishing at the New York Times while still in high school; built an early niche around business, mergers & acquisitions, and character-driven financial storytelling.
  • Professional constraints: NYT/CNBC rules bar him from owning individual stocks; insists on using index/fund investing to avoid conflicts.

The book: 1929 — research approach & challenges

  • Motivation: After writing about 2008, Sorkin found people constantly asking for a meaningful comparison to 1929; he realized public knowledge was shallow (mostly the crash-day headlines).
  • Research method: archival detective work across dozens of repositories (not centralized); discovery of unpublished minutes, correspondence, and depositions (e.g., Thomas Lamont papers at Harvard; eventually obtained New York Fed minutes, initially heavily redacted).
  • Narrative goal: make 1929 read like a character-driven drama — put the principal actors in context, reconstruct conversations and motives, and show incentives behind decisions.

What caused the 1929 crash — mechanics and players

  • Rapid leverage and margin credit: brokers and banks extended heavy margin loans; retail investors could borrow large multiples of their equity — fueling an enormous speculative run.
  • Stock pools and market manipulation: wealthy investors organized coordinated “pools” to pump specific stocks (legal or unregulated at the time), enabling pump-and-dump dynamics.
  • New celebrity financiers: Wall Street figures became public celebrities; egos and status-seeking propelled risky behaviors.
  • Key characters: Charlie Mitchell (Citigroup precursor), Jesse Livermore (notable short seller who profited but had tragic personal outcomes), brokerage networks, politicians (Hoover, Roosevelt), and Fed officials.
  • Cultural context: Prior to the 1920s, borrowing was less common; consumer/auto finance (GM) and hire-purchase plans helped normalize debt and broaden market participation.

Government, the Fed, and policy response

  • The Fed (new institution, 1913) was timid/politically constrained pre-crash; worried about political consequences and funding, so initially delayed aggressive action.
  • Hoover made policy mistakes (tariffs in 1930, tax policy) that worsened economic conditions and global trade collapsed.
  • Bank holiday and Roosevelt: Hoover urged bank closures and coordination; Roosevelt enacted the bank holiday soon after inauguration — a turning point that helped stabilize banking.
  • Post-crash reforms: SEC (1934), Glass-Steagall-era banking separations, and other disclosure/regulatory regimes were responses designed to insert guardrails.

Downstream consequences and societal impact

  • Unemployment peaked around ~25% (1933–34 timeframe), with massive social pain: joblessness, Hoovervilles, long-lasting generational distrust of markets among some survivors.
  • Criminal accountability: some financiers were prosecuted for tax or related offenses (not necessarily for the financial collapse itself), reflecting a historical pattern of pursuing other charges when direct financial crimes were hard to prove.
  • Cultural shifts: delayed emergence of broad political movements critiquing capitalism until mid- to late-1930s; immediate public reaction often mixed with self-blame.

Parallels to today — where Sorkin sees echoes and differences

  • Similarities:
    • Leverage and retail access: easy access to margin/leverage (and complex retail products) resembles the 1920s expansion of credit.
    • Unregulated pockets: crypto and certain private markets resemble 1920s unregulated speculation; pump-and-dump dynamics and opaque collateral can reappear.
    • Celebrity/attention economy: gamified markets, social-media-driven frenzies, and new “celebrity traders” echo earlier cultural phenomena.
  • Differences / mitigants:
    • Modern regulatory architecture (SEC, central banking frameworks) exists, plus lessons learned from 2008 (e.g., emergency liquidity).
    • But Sorkin warns we are removing some guardrails (e.g., new laws broadening retail access to private assets — referenced as “Genius Act” in the interview — and proposals to reduce disclosure frequency) which could increase systemic risk.
  • Specific concerns:
    • Allowing private equity, venture, private credit, or crypto-like instruments into retail retirement accounts without full transparency may transfer opaque risks to ordinary savers.
    • Deregulation moves that reduce transparency (fewer quarterly disclosures) could increase information asymmetry.

Media, AI, and trust (secondary themes)

  • Media trust: Sorkin discusses the fracturing of media, polarization, editorial stances, and the tension between brand trust vs. individual hosts; his stance: journalists should "channel the audience" and be accountable while acknowledging imperfections.
  • AI: examples of AI (ChatGPT) helping draft contracts and saving lawyer fees, but also hallucinating false facts — Sorkin recommends asking AI to provide verifiable facts with links and not relying blindly.
  • Personal rules: Sorkin avoids owning individual stocks to limit conflicts and perception problems; this extends to family rules about trading.

Notable anecdotes & memorable lines

  • Dramatic historical moment: at the October 1929 dinner, Mitchell toasted "to all my former millionaires" — a poignant image of denial as the crisis unfolded.
  • Sorkin on motivation: "I was chasing interesting" — he follows compelling characters and incentive structures.
  • On speculation vs innovation: Sorkin calls speculation "the twin of innovation" — necessary to fund ambitious but risky ventures, yet it needs guardrails.
  • Ben Bernanke had studied the Great Depression — that academic history influenced policy decisions in 2008.

Practical takeaways / recommendations

  • For individual investors:
    • Prefer diversified index funds and avoid concentrated positions or excessive margin/leverage.
    • Be cautious about novel, opaque products (crypto leverage, private-equity-like offerings) especially if they enter retirement accounts without full disclosure.
  • For policymakers & public:
    • Maintain transparency and sensible guardrails while allowing capital to flow to innovation — find balance between access and consumer protection.
    • Demand better disclosure (don’t hastily reduce transparency like quarterly reporting without safeguards).
  • For journalists/consumers of media:
    • Seek verifiable facts and hold media accountable, while recognizing systemic pressures on outlets and the value of rigorous reporting.
  • For anyone using AI:
    • Use AI as a draft/assistant but require verification and links; instruct tools explicitly to return only verifiable, sourced facts.

Quick "why this episode matters"

  • Sorkin’s reconstruction of 1929 reframes common myths about the crash and highlights how incentives, leverage, weak regulation, and human behavior combined to produce catastrophe — and how similar dynamics are visible today in different forms (crypto, deregulation, private market access). The interview is a useful primer on both the history and the practical lessons for investors, policymakers, and journalists.

Further reading / next steps

  • Read Andrew Ross Sorkin — 1929: Inside the Greatest Crash in Wall Street History and How It Shattered a Nation.
  • Revisit Too Big to Fail (Sorkin) for modern crisis parallels.
  • Look up historical reforms: SEC (1934), Glass-Steagall (Banking Act of 1933).
  • If you care about market safety: follow debates over private-asset access for retail investors and proposed disclosure changes.

(Also: plenty of lighter tangents in the episode — personal stories about Sorkin’s coloboma, creatine for cognition, sports, and contemporary pop-culture drama — but the above captures the core financial/history takeaways.)