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  1. All-In Podcast36 min

    All-In Summit: Bill Gurley presents 2,851 Miles

    Bill Gurley, Chamath, Calacanis, Friedberg, David Sacks, Zach

    Bill Gurley argues that regulatory capture systematically favors incumbent corporations by raising barriers to entry and stifling competition, as evidenced by the consolidation of the telecommunications and healthcare markets following major legislative actions. Through case studies ranging from the failure of municipal broadband projects to the FDA's restrictive testing approvals, the analysis demonstrates how lobbying and the revolving door create artificial monopolies that harm consumers and slow innovation. Gurley concludes that without massive transparency regarding lobbying expenditures and political finance, the increasing integration of government capital and regulation threatens to extinguish the high-speed innovation dynamic that defines the technology sector.

  2. All-In Podcast40 min

    #AIS: FiveThirtyEight's Nate Silver on how gamblers think

    Nate Silver, Chamath, Calacanis, Friedberg, Zach

    FiveThirtyEight Editor-in-Chief Nate Silver explores the intersection of gambling, venture capital, and risk management in an in-progress book featuring insights from elite poker players and founders. The work analyzes how high-stakes decision-makers leverage probabilistic thinking, structured processes, and disciplined intuition to navigate uncertainty and extract value in volatile environments. Beyond his research, Silver addresses critical political challenges, including the risks of constitutional crisis in the 2024 election and the broader societal impacts of polarization on government capacity.