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Latest Interviews

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  1. 20VC with Harry Stebbings1h 21m

    Meta's Muse Hits #1 | Menlo Sounds the AI Bubble Alarm | Keith Rabois vs Airwallex: Who is Right?

    Keith Rabois, Jason Lemkin, Rory O'Driscoll, Harry Stebbings

    Anthropic's strategic IPO postponement to November allows for audited financial transparency, contrasting with OpenAI's massive projected capital requirements and Meta's rapid $100 billion market gain from its "Muse" agent launch. Meanwhile, new developments like Vercel's cost-efficient "Jeff" model and Meta's entry into agentic commerce are reshaping market dynamics by challenging legacy infrastructure and forcing retailers like Amazon to choose between blocking or integrating autonomous shopping agents. These technological shifts occur alongside a venture capital environment characterized by larger check sizes and selective investment decisions that prioritize data sovereignty and margin of safety over speculative valuations.

  2. Sourcery with Molly O'Shea59 min

    Inside Opendoor: The $2.8B Bet with CEO Kaz Nejatian

    Kaz Nejatian, Molly O'Shea, Tobi Lütke, Keith Rabois, Max Weber

    CEO Kaz has fundamentally restructured OpenDoor by slashing external spending, enforcing a return to in-office work, and automating property assessments with AI to shift the company from a legacy real estate model to a high-efficiency technical entity. Operating with a $1 annual salary and an intensely hands-on board, Kaz is prioritizing long-term execution over short-term stock performance while replacing standard management with Y Combinator founders to instill a rigorous "founder mentality." This aggressive turnaround aims to stabilize the balance sheet and revolutionize the broken housing market, accepting significant short-term attrition to build a sustainable, high-alpha business.

  3. a16z48 min

    Keith Rabois: Israel, OpenAI, Opendoor, and DOGE

    Keith Rabois, Erik Torenberg, Alex Rampell

    The event outlines a convergence of geopolitical realignments in the Middle East and a US fiscal pivot toward government efficiency, driven by predicted reductions in federal bureaucracy and the potential replacement of Federal Reserve leadership. These shifts are underpinned by a sovereign AI strategy that prioritizes national foundational models and predicts the obsolescence of traditional tech incumbents like Google and Microsoft in favor of AI-native competitors and new hardware form factors. Furthermore, the discussion details investment theses for fintech and real estate innovation, emphasizing that successful disruption relies on challenging domain expertise through strategic hiring and regulatory arbitrage.

  4. Sourcery with Molly O'Shea58 min

    How Vise Became a Unicorn With Just 40 Employees

    Samir Vasavada, Molly O'Shea, Runik Mehrotra, Keith Rabois

    Vize, founded by Samir Khandwala, has transitioned its strategy to target large enterprise Registered Investment Advisors while scaling to $15 billion in assets with a streamlined team of 41 employees. The company utilizes a proprietary technology platform to deliver hyper-personalized portfolio management and daily tax-loss harvesting, positioning itself to capture value from the projected growth of the $2 trillion enterprise RIA market toward $10 trillion. By pivoting away from traditional hiring models to a high-agency culture and focusing on democratizing access to alternative assets, Vize aims to become the world's largest technology-powered asset manager.

  5. All-In Podcast1h 28m

    Trump's Cabinet, Google's Quantum Chip, Apple's Flop, TikTok, State of VC

    Trump, Keith Rabois, Jacob Helberg, Jason, Friedberg, TheZachEffect, Ferguson, Khan, Benedictevans, Chamath Palihapitiya

    Hosts Keith Raboy, Jason Calacanis, and Chamath Palihapitiya analyze the appointment of Jacob Sachs as a top economic advisor, arguing that wealthy entrepreneurs will deploy "founder mode" thinking to dismantle bureaucratic inefficiencies and export US economic philosophy. The discussion contrasts this political shift with major technological milestones, including Google's Willow quantum breakthrough that threatens RSA encryption and Apple's strategic internalization of AI infrastructure amid concerns over organizational decay. Concurrently, the panel evaluates the bipartisan mandate for TikTok's divestment to mitigate national security threats, alongside a recovering venture capital market driven by optimism for AI, crypto regulation, and tariff-based industrial policies.

  6. 20VC with Harry Stebbings1h 19m

    Delian Asparouhov: Inside the Walls of Founders Fund: What the World Does Not See | E1183

    Delian Asparouhov, Harry Stebbings, Keith Rabois, Peter Thiel, Vinod Khosla

    This event features a geopolitical and economic forecast predicting a societal decline in Western Europe contrasted against the rise of Eastern Europe as a capitalist stronghold, while also analyzing the emergence of a new American tech aristocracy. The speaker details a fundamental shift in venture capital strategy away from low-capex software models toward industrialization and deep tech, emphasizing that generational returns require founder-led governance rather than professional management. Personal anecdotes and leadership insights from a career at Founders Fund and Varda Aerospace further illustrate the importance of bold decision-making, cultural authenticity, and the rejection of investor entitlement in building resilient organizations.

  7. 20VC with Harry Stebbings1h 16m

    Keith Rabois on Rejoining Khosla Ventures | E1102

    Keith Rabois, Harry Stebbings

    Keith Reboy is returning to Coastal Ventures after six years at Founders Fund to re-engage with the firm's rigorous partner-led investment model while defending its $4.1 billion fund structure. His strategy emphasizes early-stage conviction over price discipline, prioritizing seed and Series A deals where founder alignment allows for meaningful intervention before companies solidify. Reboy plans to leverage his extensive experience and network to navigate a volatile growth market without launching a new fund, aiming to maximize impact through high-conviction allocations rather than pre-allocated reserves.

  8. 20VC with Harry Stebbings1h 7m

    Keith Rabois & Mike Shebat: Creating an Olympian Mindset to Work Ethic| E1087

    Keith Rabois, Mike Shebat, Harry Stebbings

    Trava CEO Mike Kessler and Founders Fund GP Keith Rabois champion an "Olympian work ethic" characterized by strict in-office hours, equity-focused compensation, and a sports-team performance model that rigorously excludes underperformers. Their shared investment philosophy rejects remote-first structures for most ventures, arguing instead that distributed teams rarely build generational companies, while prioritizing first-time founders with untested ambition over experienced repeat founders. Targeting a trillion-dollar valuation within a decade, the pair aims to eliminate global labor constraints by scaling a demand-constrained marketplace driven by high-intensity recruitment and disciplined cultural preservation.

  9. All-In Podcast1h 9m

    #AIS: Tim Urban on political discourse + Keith Rabois on early-stage investing in 2022

    Tim Urban, Keith Rabois, Chamath, Calacanis, Friedberg, David Sacks

    Tim Urban introduces a vertical "High-Rung" versus "Low-Rung" political framework to explain societal stagnation, attributing the rise of tribalism to information ecosystem changes and the collapse of institutional immune systems. Panelists David Sacks and Keith Raboy expand this analysis to venture capital, criticizing misaligned incentives in the current market while advocating for disciplined founders and a rejection of token-based fundraising models. Together, they argue that restoring intellectual humility and reducing reliance on algorithmic media are essential for both political progress and sustainable investment strategies.