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Harry Stebbings

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  1. 20VC with Harry Stebbings1h 2m

    Ophelia Brown: How We Raised $432M in a Pandemic; What's New in European Venture Capital | E990

    Ophelia Brown, Harry Stebbings

    Blossom, a $475 million Series A venture fund co-founded by Ophelia, Imran, and Alex, concentrates its European portfolio on 15 to 20 companies to provide high-touch operational support without relying on traditional investment committees or board seats. Diverging from industry norms, the firm rejects scout models and lead-investor syndication to maximize founder ownership while securing capital through a disciplined strategy that prioritizes speed and growth potential over investor brand prestige. Having overcome initial skepticism as a solo female general partner, Ophelia has established the firm with an explicit goal to become the top-performing venture fund in Europe or globally by 2028 through its concentrated, founder-centric approach.

  2. 20VC with Harry Stebbings7 min

    COMMON MISTAKE: Confusing Metrics and Goals

    Alex Schultz, Harry Stebbings

    This discussion examines the evolution of measurement standards from early-stage "registered users" to modern "monthly active users" while warning against the pitfalls of Goodhart's Law where metrics become targets. Founders are advised to adopt proven frameworks from industry leaders like Meta and eBay rather than reinventing strategies, ensuring their goals align with economic viability rather than mere forecasts. The session further highlights the necessity of human judgment in auditing these systems to prevent gaming, ultimately arguing that disruptive success often stems from singular visions rather than consensus decision-making.

  3. 20VC with Harry Stebbings8 min

    Why did SVB collapse?

    Jackie Reses, Kris Dickson, Harry Stebbings

    The collapse of Silicon Valley Bank resulted from a critical maturity mismatch between its long-dated mortgage portfolio and a concentrated base of tech startup depositors, exacerbated by aggressive Federal Reserve interest rate hikes in 2022. A failed $1.5 billion capital raise announcement triggered a self-fulfilling liquidity crisis where depositors withdrew over $40 billion in hours, forcing the FDIC to seize the institution. This failure highlighted systemic vulnerabilities in the banking sector, where unrealized losses across the insured system reached a record $620 billion in the fourth quarter of 2022.

  4. 20VC with Harry Stebbings6 min

    Facebook CMO explains why they changed their name to Meta

    Alex Schultz, Harry Stebbings

    Facebook Inc. rebranded as Meta to decouple its corporate identity from the Facebook application, aiming to resolve consumer confusion and enable expansion into virtual reality and encrypted messaging services. The company established a cross-functional leadership structure with weekly pillar meetings and shared product roles to ensure knowledge transfer across its portfolio of Facebook, Instagram, and WhatsApp. Post-rebrand analysis by PwC highlighted a dramatic shift in Meta's future potential ranking, validating the strategic move to signal a broadened vision beyond traditional social media to investors and the public.

  5. 20VC with Harry Stebbings1h 4m

    Adam Grenier: The Inside Story to Uber’s Hypergrowth; How We Spent $1B/mo in China | E989

    Adam Grenier, Harry Stebbings

    Adam defines growth as a hybrid of art and science, advocating for a distributed mindset across product and operations rather than relying on isolated teams or premature hires. Drawing on his experiences scaling companies like Uber, HotelTonight, and Lambda School, he outlines a strategic framework centered on North Star metrics, healthy paid-to-organic ratios, and rigorous experimentation to solve product-market fit issues. His approach emphasizes data-driven retention models, proactive organizational structures, and the avoidance of vanity metrics to ensure sustainable, long-term business expansion.

  6. 20VC with Harry Stebbings11 min

    How Instagram Competes with TikTok and Snap | Meta CMO Alex Schultz

    Alex Schultz, Harry Stebbings

    Meta's strategic pivot from relationship-based graphs to algorithmic discovery, exemplified by Reels, demonstrates that rapid iteration and a second-mover advantage often outweigh the risks of entering markets late. While the experimental split of Messenger into a standalone app initially caused usage dips, it ultimately satisfied user expectations for instant replies and forced a leadership reckoning on the dangers of delaying execution for absolute certainty. This evolution underscores a broader organizational shift where data science must translate complex findings into actionable narratives to help leaders balance rigorous measurement with the speed required to avoid missing existential industry waves.

  7. 20VC with Harry Stebbings53 min

    Jackie Reses & Kris Dickson: What Happened with SVB? Are VCs to Blame? | E988

    Jackie Reses, Kris Dickson, Harry Stebbings

    The collapse of Silicon Valley Bank resulted from a critical asset-liability mismatch and hyper-concentration in the tech sector, which triggered a $40 billion single-day depositor run following a failed $2 billion capital raise. The FDIC immediately seized the institution to prevent systemic contagion, leveraging its resolution protocols to prioritize insured deposits while seeking an acquirer to manage the $15 billion in unrealized losses. This event prompted immediate warnings for corporate leaders to diversify banking relationships and accelerate contingency planning against liquidity crises driven by digital communication speeds.

  8. 20VC with Harry Stebbings7 min

    My Coming Out Story 🏳️‍🌈 | Facebook CMO Alex Schultz

    Alex Schultz, Harry Stebbings

    Facebook executive speaker transitioned from hiding their identity due to fears at eBay to coming out openly after observing public support from leaders Blake Ross and Mark Sule. As an executive sponsor for the "Pride Act," they have since championed inclusive product features like rainbow filters and same-sex relationship options, though they remain the sole openly gay member on many senior boards. The speaker advises LGBTQ+ professionals to seek environments that ensure safety rather than risking their careers in hostile settings, highlighting the critical need for better representation at the corporate executive level.

  9. 20VC with Harry Stebbings58 min

    Amjad Masad: How I Founded Replit; Zuck's Famous Saying; Will TikTok be banned? | E987

    Amjad Masad, Zuck, Harry Stebbings

    Amjad Riaz outlines Replit's aggressive strategy to leverage artificial intelligence for a tenfold increase in software engineering productivity while cultivating a high-performing culture that prioritizes exceptionalism over traditional career trajectories. He predicts that while AI will automate routine coding tasks and enable elite individual engineers to replace large teams, the resulting market shifts will likely exacerbate wealth inequality and disrupt established big tech employment models. Riaz ultimately envisions a future where open platforms democratize software creation globally, allowing aspiring founders in developing regions to build scalable businesses despite the associated geopolitical and economic risks.

  10. 20VC with Harry Stebbings6 min

    What’s the difference between Loops and Funnels?

    Mike Duboe, Harry Stebbings

    Kevin Kwok and Casey Winters introduced a growth framework at Reforge that contrasts self-reinforcing loops with linear funnels to drive compounding scale. This approach mandates integrating product and distribution strategies within cross-functional teams to prevent performance degradation and optimize for North Star metrics. By establishing an experimentation culture that prioritizes rapid learning through standardized one-pagers and the ICE prioritization framework, organizations can systematically validate high-impact hypotheses without bureaucratic bottlenecks.

  11. 20VC with Harry Stebbings10 min

    Paid Marketing Tips | Stitch Fix’s Former Head of Growth

    Mike Duboe, Harry Stebbings

    Experts argue that sustainable growth requires diagnosing product-market fit by temporarily halting paid acquisition, as early reliance on paid channels often masks economic unsustainability and creates dangerous concentration risks. Successful strategies have shifted from traditional media buying to superior measurement sophistication, utilizing incrementality testing and creative velocity to validate true lift beyond flawed attribution models. To ensure long-term viability, companies must strictly monitor budget payback periods and cap any single channel exposure at 50% while evolving from last-click attribution to rigorous holdout experiments that reveal genuine cross-channel interactions.

  12. 20VC with Harry Stebbings56 min

    Glen Coates: Why Shopify Will Dominate Amazon; How Microsoft Made Smartest Move of 2023 | E986

    Glen Coates, Harry Stebbings

    Glenn co-founded Handshake before its acquisition by Shopify, where he subsequently led the company's core product organization for 2,500 employees and orchestrated a structural overhaul that consolidated fragmented teams into a unified "Shopify Core" unit. This restructuring enabled the implementation of a rigorous strategic framework requiring teams to define measurable outcomes, challenge foundational assumptions, and adhere to conflict-resolution principles to prioritize merchant needs. Under his leadership, the organization addressed technical debt from legacy features, launched WebAssembly-based Shopify Functions for secure extensibility, and integrated a buyer traffic aggregator to strengthen the platform's competitive moat against Amazon and search giants.

  13. 20VC with Harry Stebbings15 min

    The Story Behind Amazon’s $1B Acquisition of Ring

    Jamie Siminoff, Harry Stebbings

    Following a near-catastrophic operational crisis and a strategic exit strategy, Ring founder Jamie Siminoff sold the company to Amazon, a deal initiated by corporate development lead Nick Camoros and accelerated by the fear of personal financial collapse. The integration proved successful because Amazon granted Ring operational autonomy and shared identical core values, allowing the team to leverage enterprise infrastructure without a cultural re-education period. Despite achieving financial security, Siminoff continues to drive the organization with a fear-based mindset that prioritizes rigorous execution and uncompromising service standards.

  14. 20VC with Harry Stebbings57 min

    Meta CMO Alex Schultz: Competing Against TikTok & Snap; Why Reels Failed at First | E985

    Alex Schultz, Harry Stebbings

    Alex Schreuder, a former eBay executive who scaled Facebook to billions of users, details a strategic pivot from raw acquisition to retention-focused growth accounting while overseeing key product splits like Instagram Reels and the Messenger app. His tenure at Meta involved restructuring the organization through a rapid rebranding to "Meta" and implementing a hybrid advertising funnel that empowers small businesses through self-serve tools. Looking toward the future, Schreuder prioritizes transforming Reels into a primary monetization engine, establishing a concrete proof-of-concept for the Metaverse, and advancing strict compliance with emerging content moderation laws.

  15. 20VC with Harry Stebbings9 min

    Instagram Founders Reveal Their New App "Artifact"

    Kevin Systrom, Mike Krieger, Harry Stebbings

    Founders are launching a machine learning-driven platform that prioritizes personalized content recommendations based on ideological and interest clusters over traditional ad-maximization metrics. By leveraging initial press coverage to acquire a critical mass of users, the team aims to bootstrap a robust dataset capable of serving hyper-niche topics while deferring social networking features until the core engine proves effective. Early beta validation indicates strong daily engagement with fresh, interest-aligned stories, confirming the viability of the product as a non-social digital assistant.

Harry Stebbings: Interviews, Talks and Panel Discussions