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  1. Sourcery with Molly O'Shea1h 8m

    How Wander Raised Over $100M+ to Reinvent Luxury Travel

    John Andrew Entwistle, Molly

    Wander, a verticalized vacation rental marketplace led by founder John Andrew, recently secured a Series B term sheet with QED to scale its curated inventory of top-tier properties beyond 1,000 locations. The company differentiates itself through a proprietary AI-driven operating system that automates 60% of management tasks and maintains strict brand safety standards while transitioning from an asset-heavy balance sheet to a REIT-based model. With a $40 million GMV run rate and a $100 million annual revenue target, Wander is restructuring into business units to support efficient growth toward Series C while prioritizing operational frugality and ethical cultural fit.

  2. a16z1h 18m

    Rick Rubin: Vibe Coding is the Punk Rock of Software

    Rick Rubin, Marc Andreessen, Ben Horowitz, Anjney Midha, Erik Torenberg

    Rick Rubin introduces "vibe coding" as a methodology merging the ancient spiritual principles of the Tao Te Ching with modern AI to democratize creation for non-technical users. The discussion outlines how this approach treats AI as a tool for human expression rather than an autonomous creator, aiming to counteract the homogenization of global culture and narrow demographic biases in current tech development. Ultimately, the event advocates for a future of education focused on cultivating taste and self-knowledge, allowing artists to leverage AI to raise creative ceilings while maintaining authentic individual agency.

  3. All-In Podcast1h 2m

    Senator Ron Johnson on the Senate showdown over Trump's Big Beautiful Bill | All-In Interview

    Ron Johnson, Trump, Friedberg, Chamath, Jason

    Senator Mike Johnson warns that projecting federal spending to reach $7.3 trillion annually could swell the national debt to $63 trillion by 2035, a trajectory he argues the current House reconciliation bill fails to address. While acknowledging the limitations of budget reconciliation, he vows to vote against the legislation unless it commits to returning spending to pre-pandemic levels and codifies efficiency findings through rescission rather than broad political packages. Joined by allies like Senators Rand Paul and Mike Lee, Johnson insists that without immediate corrective measures to curb interest costs and discretionary spending, the United States risks a debt spiral that would fundamentally erode the conservative movement and the economy.

  4. a16z46 min

    Building AI Systems You Can Trust

    Scott Clark, Matt Bornstein

    Following a fifteen-year career optimizing traditional machine learning and leading AI divisions at Intel, the speaker identified that enterprise adoption of generative AI is hindered by a critical trust gap rather than a lack of raw performance. This insight drove the founding of Distributional, a platform that replaces marginal optimization with distributional testing and holistic monitoring to detect behavioral shifts in non-deterministic, agentic systems. By shifting focus from atomic metrics to continuous validation of complex workflows, the company enables organizations to centralize operations, mitigate operational risks like hallucination, and scale reliable AI applications.

  5. Sourcery with Molly O'Shea54 min

    How Whop Is Making $1.2+ Billion For Creators

    Jack Sharkey, Molly

    A lean engineering team of 15 to 20 staff has scaled WAP to a $1.2 billion GMV run rate and $108 million in monthly creator transactions by leveraging AI agents and a "rebuild over refactor" philosophy. Backed by high-profile investors including Peter Thiel and a16z, the platform is transitioning from a sneaker bot marketplace into a full-stack creator economy with a "Content Rewards" program driving over 5 billion views across emerging markets. The company now targets a $10 billion GMV valuation by expanding its developer ecosystem and global payment infrastructure while rejecting traditional junior engineering roles in favor of autonomous, senior-level technical leadership.

  6. 20VC with Harry Stebbings1h 19m

    Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market

    Rory O'Driscoll, Jason Lemkin, Harry Stebbings

    The Chime S1 filing reveals an expected IPO valuation of $10 billion to $12 billion, a significant drop from its $25 billion private peak driven by regulatory reliance on the Durbin Amendment and potential investor ratchet protections. This event reflects broader venture market shifts where financial services firms prioritize public listings for scalable capital while AI adoption threatens traditional SaaS moats by commoditizing core applications. Concurrently, corporate strategies are pivoting toward aggressive settlements in legal disputes and structural transitions like OpenAI's move to a Public Benefit Corporation to navigate governance and profitability challenges.

  7. Sourcery with Molly O'Shea55 min

    How Altimeter's $10B AUM Fund Is Investing In Aerospace, Defense, & Hardtech

    Erik Kriessmann, Molly O'Shea, Eric Chrisman

    Altimeter Partner Eric Chrisman, formerly of Index Ventures, leverages his background in venture human capital to execute a concentrated investment strategy that targets "fewer, better" ideas in defense, aerospace, and automation. The firm recently backed high-conviction portfolio companies like Anduril, K2 Space, and Base by capitalizing on large early-stage checks to build significant ownership stakes in sectors driven by talent density and mission-oriented leadership. By rejecting traditional diversification in favor of massive toehold investments, Altimeter aims to secure outlier returns while navigating a capital market environment that increasingly favors private longevity over immediate IPOs.

  8. All-In Podcast1h 2m

    Sundar Pichai, CEO of Alphabet | The All-In Interview

    Sundar Pichai, David Friedberg

    Google CEO Sundar Pichai outlined a strategy rejecting the Innovator's Dilemma in favor of expanding information access, citing AI Overviews now serving 1.5 billion users with query lengths doubling as ad revenue achieves parity with traditional search. He detailed a $75 billion capital expenditure plan for 2025 that prioritizes TPU-driven efficiency and addresses critical constraints in global energy generation and workforce availability. Looking toward future paradigms, Pichai forecasts a shift to ambient computing within 15 years while reinforcing Alphabet's structural focus on foundational R&D across DeepMind, Waymo, and quantum initiatives.

  9. 80,000 Hours1h 12m

    Don’t Believe OpenAI’s 'Nonprofit' Spin | Tyler Whitmer

    Tyler Whitmer, Rob

    On May 5th, OpenAI's leadership announced a proposed conversion from a Delaware LLC to a Public Benefit Corporation, a move critics argue will legally diminish the non-profit's ability to immediately halt unsafe AI releases. The restructuring shifts fiduciary duties to balance shareholder profits with public benefit and removes direct oversight by state Attorneys General, potentially exposing the entity to investor litigation that prioritizes financial gain over safety mandates. To preserve the organization's original mission, experts are urging the integration of the non-profit's Charter into the corporate Certificate of Incorporation and the retention of direct hiring and firing authority over the for-profit board.

  10. 20VC with Harry Stebbings1h 20m

    OpenAI, SBF & Perplexity: What VCs Know That You Don’t

    SBF, Rory O'Driscoll, Jason Lemkin, Harry Stebbings

    Venture capital dynamics have shifted toward extreme concentration and speed, with firms like Sequoia and Tiger Global prioritizing massive stakes in high-conviction AI winners such as OpenAI and Scale AI to offset broader portfolio losses. Simultaneously, corporate strategies are evolving from hyperbolic job replacement rhetoric to gradual operational integration, as companies like Microsoft and Klarna balance aggressive automation goals with the reality of retaining human oversight for complex tasks. This environment is characterized by a contraction in early-stage funding that demands hard traction, while retail access expands through new vehicles despite lingering risks regarding valuation bubbles and liquidity constraints.

  11. 20VC with Harry Stebbings1h 4m

    20VC Exclusive: Mercury Founder Launches First $26M Fund with Immad Akhund

    Immad Akhund, Harry Stebbings

    After closing a $26 million institutional fund with a 60/40 split of Fund of Funds and entrepreneur limited partners, Harry expanded his portfolio strategy to target 60 diverse companies while integrating Yash Doshi as a full-time operating partner. Drawing on over 350 prior angel investments and lessons from successes like TrueBill and the regret of rejecting Scale AI, Harry advocates for a "decahorn" hunting approach that prioritizes serial founders and accepts high valuations to preserve optionality. Looking forward, the fund is shifting allocations toward hard tech and AI while positioning Mercury for a $2.5 trillion integrated banking market, with plans to scale the portfolio to 150 companies and potentially lead seed rounds.

  12. 80,000 Hours1h 4m

    Did OpenAI truly give up on going for-profit – or is this a trap? (with Rose Chan Loui)

    Rose Chan Loui, Rob Wiblin

    OpenAI CEO Sam Altman and President Greg Brockman announced a structural reversal where the non-profit foundation will retain oversight of the company's for-profit operations by restructuring into a Delaware Public Benefit Corporation. This decision follows intervention by the Attorneys General of Delaware and California, who rejected a prior plan that would have stripped the non-profit of legal control over AI safety development. While the deal eliminates the previous 100x profit cap to satisfy investor demands for standard returns, it leaves unresolved the specific governance mechanisms, such as super voting rights, required to legally enforce the foundation's veto power over cutting-edge AGI initiatives.

  13. 20VC with Harry Stebbings1h 20m

    Benchmark vs a16z: Why Stage Specific Firms Win

    Rory O'Driscoll, Jason Lemkin, Harry Stebbings

    A recent analysis contrasts the hit-rate precision of focused funds like Benchmark against the aggregate returns of mega-funds, highlighting how the latter's dominance forces mid-tier firms into an "option value" squeeze while distorting Series A and B pricing. Concurrently, the venture landscape is shifting toward high-risk AI-driven "option value" investments as M&A activity accelerates with strategic acquisitions like Windsurf by OpenAI and distressed exits for high-flier startups. Experts warn that while AI will displace up to 50% of knowledge workers within 24 months, the broader economic impact may mirror historical tech revolutions by increasing efficiency without significantly boosting global GDP, compelling firms to adopt AI-first workflows or face obsolescence.

  14. All-In Podcast52 min

    Doug Burgum, Secretary of the Interior | All-In DC

    Doug Burgum, David Friedberg

    Secretary of the Interior Doug Burgum, a former North Dakota governor and tech executive, has launched the National Energy Dominance Council to rapidly dismantle regulatory barriers hindering US LNG, nuclear, and critical mineral expansion. The initiative targets an energy emergency driven by surging AI and robotics demand by prioritizing Small Modular Reactors, modernizing federal permitting processes, and unlocking $8 trillion in untapped public land resources. Burgum argues that adopting a manufacturing-style approach and reducing bureaucratic duplication are essential for the United States to maintain energy independence and compete globally against China's aggressive infrastructure growth.

  15. Sequoia Capital48 min

    Building the System of Record for the AI Era ft Workday CEO Carl Eschenbach

    Carl Eschenbach, Sonya Huang, Pat Grady

    Workday CEO Carl Eschenbach is redefining the platform as a unified "Agent System of Record" to govern both human employees and AI agents across its database of over 70 million users. To monetize this shift, the company is deploying a multi-faceted pricing model involving seat-based uplifts, role-based agent fees, and consumption-based API access while utilizing strategic acquisitions like HiredScore to drive measurable productivity gains. Despite an 8% workforce restructuring to fund reinvestment, Eschenbach emphasizes that AI will serve as a growth engine rather than a cost-cutting tool, maintaining a human-in-the-loop approach for critical decisions to preserve the company's core values.