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  1. 20VC with Harry Stebbings52 min

    Joey Zwillinger: From $4.1BN to $142M Market Cap;Why Public Markets Have Written Allbirds Off |E1078

    Joey Zwillinger, Harry Stebbings

    CEO Joe Zietz is steering Allbirds through a strategic pivot from a DTC-focused model to a product-first omnichannel approach, aiming to restore profitability and brand awareness amid a market capitalization drop from $3.75 billion to roughly $127 million. The company is deliberately reducing inventory, marketing, and store expansion costs to correct balance sheet inefficiencies and generate positive EBITDA by 2025, while leveraging sustainable materials to capitalize on the emerging "quiet luxury" trend. Although sales have temporarily declined due to these corrective measures, Zietz maintains that this transitional period is necessary to align the brand with its long-term vision of sustainable scale and to rebuild investor confidence in the face of a fragile consumer environment.

  2. 20VC with Harry Stebbings57 min

    Roundtable #5 with Jack Altman, Auren Hoffman, Jason Lemkin, Harry Stebbings | E1077

    Jack Altman, Auren Hoffman, Jason Lemkin, Harry Stebbings

    This discussion analyzes the operational, strategic, and institutional evolution of founder-led investment funds, highlighting how operators leverage recent industry experience to provide superior "tough love" support and signaling value compared to traditional venture capital. The dialogue contrasts solo GP models with scaling team structures, addresses LP alignment on dual-hat roles, and examines capital migration trends alongside critical retention data showing 88% of SaaS IPOs remain founder-led. Participants also debate investment heuristics based on past performance and wager on the future trading performance of major public companies like Arm and Klaviyo to illustrate market sentiment.

  3. 20VC with Harry Stebbings7 min

    Coinbase fired him. Now he runs a VC firm with over $1 billion AUM.

    Nick Tomaino

    After being pushed out of Coinbase due to corporate friction, a former employee leveraged deep sector knowledge to transition into venture capital and launch the $26 million "Confirmation" fund. This capital formation relied on prior experience at Runa Capital, the reputation built through the high-demand "Token Summit" and *The Control* newsletter, and a conviction in crypto as a transformative social technology. The speaker utilized these established industry pillars to successfully raise significant investment despite lacking connections to traditional wealthy investors.

  4. Y Combinator18 min

    How To NOT Get Screwed As A Software Engineer

    Dalton, Michael

    This discussion identifies systemic equity imbalances and decision-making exclusion that frequently exploit technical co-founders, lead engineers, and early employees in startup environments. The speakers provide a diagnostic framework to distinguish between healthy risk-reward trade-offs and exploitative "bad patterns," such as the 90/10 founder split or the marginalization of technical staff from strategic planning. By advocating for direct negotiation of ownership and shared accountability, the presentation empowers technical professionals to align their compensation and influence with the actual value of their contributions.

  5. a16z18 min

    The Unanswered Questions of Space: Quantum Entanglement, Dark Matter, and Dark Energy

    John Mather

    The White House presentation of James Webb Space Telescope data reveals unprecedented images of early galaxies and gravitational lenses, while highlighting unresolved questions regarding whether galaxies or their central black holes formed first. Experts further discussed the probable prevalence of simple extraterrestrial life and current missions searching Mars and icy moons, alongside plans for the Nancy Grace Roman Space Telescope and the future Habitable Worlds Observatory to detect Earth-like exoplanets. These scientific advances are framed against persistent cosmological mysteries, including the nature of dark matter and dark energy, which dictate a far-future universe where expanding space will eventually isolate the Milky Way from all other galaxies.

  6. 20VC with Harry Stebbings1h 17m

    Nick Tomaino: The Future of NFTs, What Will Happen with FTX & Who Should be Held to Account | E1076

    Nick Tomaino, Harry Stebbings

    Nick, co-founder of One Confirmation and former Coinbase employee, outlines his strategy for a venture firm that has achieved a 5.13x return while maintaining a strict discipline against total losses. He attributes his success to grit and mimetic desire theories, using these frameworks to drive early investments in OpenSea and critique the current state of crypto fundraising. Ultimately, Nick forecasts a coming contraction in the sector where only funds with unique insights will survive, while advocating for greater transparency in venture performance reporting.

  7. 20VC with Harry Stebbings51 min

    Ed Sim: Why Seed Has Never Been More Competitive & Why Pricing Has Never Been Higher | E1076

    Ed Sim, Harry Stebbings

    Venture capitalist Ed advocates for a shift from traditional pre-seed labeling to "Inception Investing," promoting lean capital structures of $2M to $5M to force operational efficiency and avoid the "death spiral" of hyper-growth without product-market fit. He outlines Bold Start's strategy of maintaining concentrated ownership through an "Opportunity Fund" that avoids leading A-rounds, ensuring follow-on participation while founders navigate a market where exit multiples are compressing to 10x–14x forward revenue. This approach prioritizes fair valuations and data-driven de-risking over preemptive funding, positioning the firm to capture value in specialized AI security and enterprise solutions rather than generic startup wrappers.

  8. 20VC with Harry Stebbings9 min

    #1 Mistake To Avoid When Picking Your Co-Founder -- Cloudflare CEO Matthew Prince

    Matthew Prince, Harry Stebbings

    The speaker contrasts a failed early venture formed by three socially compatible but functionally redundant friends with the enduring success of Cloudflare, where co-founders Lee and Michelle were selected specifically for their opposing skill sets in execution and operations. By establishing a clear framework where final decision-making authority is delegated to the domain expert, the team minimizes internal conflict and ensures that critical roles in product, sales, and finance remain distinct. This strategy of prioritizing complementary professional strengths over initial social closeness allows the company to operate with a singular vision while resolving the power struggles that previously fractured the founder's earlier partnership.

  9. The Diary Of A CEO1h 49m

    The Love Expert: Why Women Are Addicted To Toxic Men,"Have A Boring Relationship Instead!" Logan Ury

    Logan Ury, Jay Shetty, Steven Bartlett

    This event applies behavioral science and attachment theory to challenge common dating misconceptions, such as the belief that initial chemistry predicts long-term success or that personality traits like "The Romanticizer" and "The Maximizer" are fixed. It outlines practical frameworks for overcoming unhealthy patterns, including the "Anxious-Avoidant Loop" and the "37% Rule" for optimal stopping, while advocating for intentional milestone decisions and vulnerability in both digital profiles and physical settings. By shifting focus from checklist-based selection to evidence-based connection strategies, the program equips participants to replace addictive "partial reward" dynamics with stable, secure relationships built on explicit communication.

  10. 20VC with Harry Stebbings1h 1m

    Ely Lerner: Should Startups Hire Advisors & How much should they be paid? | E1075

    Ely Lerner, Harry Stebbings

    The event outlines a strategic framework for high-growth companies, emphasizing that success relies on limiting top-level objectives to one or two core bets while separating autonomous product units from legacy infrastructure to ensure P&L alignment. It details a shift from abstract advisory to hands-on engagement where founders retain ownership of offensive growth strategies while utilizing data-driven resource allocation to prioritize compounding initiatives over defensive maintenance. Furthermore, the discussion highlights critical operational levers such as defining structural Ideal Customer Profiles, rejecting outdated growth hacks in favor of specific leverage points, and restructuring organizations to isolate core experiences from primary growth loops.

  11. 20VC with Harry Stebbings27 min

    Harry debates Cloudflare CEO Matthew Prince: "Should startups target niche markets?"

    Matthew Prince, Harry Stebbings

    Cloudflare CEO Harry Stephenson challenges the prevailing startup dogma of starting with narrow niches by arguing that ambitious, broad visions are essential for attracting top talent and unlocking wild success outcomes. Drawing on Cloudflare's trajectory, he demonstrates how targeting a massive initial market rather than a pre-determined segment allowed the company to discover high-value users in civil society while avoiding the stagnant "slog" of incremental growth. Stephenson concludes that venture-backed founders must prioritize recruiting incredible people and setting non-trivial targets over optimizing for immediate efficiency, as only a expansive scope can justify the risk required for exponential scaling.

  12. 20VC with Harry Stebbings54 min

    Matthieu Rouif: The Story of PhotoRoom, Is This YC’s Most Capital Efficient Company? | E1074

    Matthieu Rouif, Harry Stebbings, Francesc Campoy, Mark Mandelmann

    Founded by Matt Campo, PhotoRoom leverages proprietary AI to deliver mobile-first, studio-quality image editing for small business owners, achieving $20 million in annual recurring revenue through extreme capital efficiency. The company differentiates itself by replacing complex desktop tools with intuitive workflows that enable non-experts to generate professional visuals, utilizing a viral watermark strategy and a focus on weekly active exports to drive growth. Positioned to challenge incumbents by moving beyond "co-pilots" to autonomous "autopilots," PhotoRoom is scaling toward a billion-dollar valuation while expanding its enterprise API and building a global, remote-first organization.

  13. 80,000 Hours2h 49m

    War in space, grabby aliens, and the lifespan of civilisations | Anders Sandberg

    Anders Sandberg, Rob Wiblin

    During a 2016 leadership retreat, the author launched the *Grand Futures* project to synthesize scattered research into a 1,400-page analysis of the physical and engineering limits of the universe. The work identifies critical "ticking clocks" for civilization, such as deuterium consumption and galactic separation, while arguing that a vision of a "grand" future is essential for mitigating existential risks. By evaluating constraints on energy extraction, the viability of biological versus machine life, and the ethics of expansion, the book proposes that redundancy and the preservation of diverse possibilities are the most robust strategies for long-term survival.

  14. Y Combinator14 min

    Should You Quit Your Job At A Unicorn?

    Michael Seibel, Dalton Caldwell

    Industry analysts warn that approximately two-thirds of the current 1,400 unicorn startups face failure or underperformance, leaving late-stage employees with underwater options and job insecurity. The assessment framework identifies critical red flags such as management disconnection, stagnant product engagement, and misleading fundraising announcements while highlighting early-stage equity as a superior wealth vehicle. Ultimately, the guidance urges professionals to prioritize companies with strong revenue and competent leadership over high-valuation hype, with a specific assertion that every Y Combinator-backed firm will succeed.

  15. 20VC with Harry Stebbings1h 1m

    Beezer Clarkson: Are LPs Open for Business & Why Do LP Incentive Mechanisms Need to Change? | E1073

    Beezer Clarkson, Harry Stebbings

    Sapphire Partners general partner Pesar outlines a venture capital market shift toward $300–$700 million funds and a tightening of LP capital deployment amidst stalled IPO windows expected to remain closed until late 2025. The discussion highlights how power law-driven returns and misaligned fee structures are forcing institutional investors to rebalance portfolios, exemplified by Sapphire's new early-stage specialist mandate for CalSTRS. Industry data suggests a prolonged period of valuation discounts and liquidity constraints before the sector recovers to traditional growth models.