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Latest Interviews

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  1. 20VC with Harry Stebbings8 min

    Building a Winning Team: Jack Brody Shares SnapChat's Insider Guide to Hiring Top Talent!

    Jack Brody, Harry Stebbings

    Snap reframes hiring as an iterative design process that prioritizes solving organizational gaps through internal adjustments before defining roles based on current team needs. During hypergrowth, the company implements a streamlined screening protocol and diverse interview panels to ensure candidate fit while protecting senior leadership time. Success is measured not by perfection but by a 50% adaptability rate, recognizing that both proactive mis-hire corrections and internal role mobility are essential for long-term team velocity.

  2. 20VC with Harry Stebbings8 min

    How SnapChat Builds Its App for Different Countries Around the World: This Will Surprise You!

    Jack Brody, Harry Stebbings

    Following a 2018 Android rewrite that resolved critical accessibility barriers for non-iPhone users, Snap established a "local product, global mindset" strategy that tailors UI and language to specific regional preferences while maintaining a universal core of intimate, ephemeral communication. This approach recently prioritized Japan's visual communication market to differentiate from text-centric competitors like LINE and continues to drive innovation through principles like the "Stories" feature, which solves implicit user needs rather than explicit demands. Early growth was further accelerated by guerrilla marketing tactics that leveraged shared usernames to create personalized viral loops across homogeneous user bases.

  3. 20VC with Harry Stebbings57 min

    Vince Hankes: Why We Put $300M into OpenAI; Sam Altman's Pitch; Lessons from Josh Kushner | E1009

    Vince Hankes, Sam Altman, Josh Kushner, Lee Fixel, Harry Stebbings

    Thrive Capital partner Vince Leverett details the firm's transition from Tiger Global's financial rigor to a founder-empathy model that prioritizes product-market fit and transparent partnership dynamics. Leverett contrasts this approach with past missteps like the missed Canva investment, emphasizing that future success in the competitive AI landscape requires evaluating qualitative strengths over rigid pattern matching. He argues that while infrastructure plays a critical role, the majority of value will accrue to application-layer startups capable of creating entirely new user experiences outside incumbent control.

  4. 20VC with Harry Stebbings7 min

    The State of Crypto Today

    David Marcus, Harry Stebbings

    Facing a critical "debanking" crisis where legacy banks exit the market, the cryptocurrency industry is pivoting toward new financial partners like Lead Bank while major players such as Coinbase pursue a long-term regulatory compliance strategy amid SEC enforcement actions. As the sector transitions from speculative token launches to building functional products, the next three years will determine success for teams delivering tangible solutions over those relying on financial engineering. Although the House Financial Services Committee is drafting legislation to clarify rules, industry leaders anticipate that regulatory clarity will remain elusive in the near term.

  5. 20VC with Harry Stebbings7 min

    Ultimate Guide to Deal Champions

    Mark Goldberger, Harry Stebbings

    The presentation outlines a rigorous framework for validating deal champions by demanding their ability to facilitate direct executive meetings with CFOs, while mandating that sellers personally attend these engagements rather than relying solely on internal advocates. Sales professionals are instructed to frame these interactions as strategic partnerships focused on bottom-line impact, requiring thorough preparation of business value assessments and proactive intelligence gathering on target executives. Finally, the strategy emphasizes adopting a skeptical, risk-mitigation mindset to anticipate deal failure points and handle objections directly, ensuring vendors do not overextend their trust in unverified internal stakeholders.

  6. 20VC with Harry Stebbings55 min

    Mark Carney: First Republic Bank Fails; Will Interest Rates Rise? Global Warming's Net Zero | E1008

    Mark Carney, Harry Stebbings

    Mark Carney analyzes the US banking sector's shift from systemic crisis to consolidation, attributing regional failures to specific regulatory gaps while noting that superior liquidity buffers prevent a repeat of 2008. He contrasts these financial tensions with a robust global transition toward net zero, citing accelerated clean energy investment and the pivotal role of nations like China and the US in decarbonization. The discussion concludes by identifying fusion power as an imminent commercial reality and outlining the critical need for concessional capital to address emerging market financing gaps.

  7. 20VC with Harry Stebbings9 min

    Parenting Insights from Scooter Braun

    Scooter Braun, Harry Stebbings

    After a 50-50 custody arrangement transformed his approach from distracted to fully present, the speaker leverages fatherhood to eliminate non-essential tasks and cultivate deeper connection with his four-year-old daughter and two sons. Drawing on insights regarding wealth and generational trauma, he prioritizes accountability and unconditional acceptance to ensure his children feel worthy regardless of their achievements. By replacing the result-based approval he received from his own father, the speaker aims to provide a foundation where his children are loved for their existence rather than their performance.

  8. 20VC with Harry Stebbings54 min

    Sarah Guo: On Her New $101M Fund; How AI Impacts Inequality; AI Startups vs Incumbents | E1007

    Sarah Guo, Elad Gil, Harry Stebbings

    Sarah Tavel has launched Conviction, a $100 million early-stage fund dedicated exclusively to Artificial Intelligence companies that leverage existing models to build billion-dollar ventures with lean teams. The strategy prioritizes capital efficiency and strategic matchmaking over large upfront check sizes, aiming to support founders in navigating a market where speed and specialized execution outweigh traditional defensibility. Tavel's thesis challenges prevailing venture norms by focusing on high-conviction, niche applications in sectors like legal tech and code generation while advocating for LP discipline to ensure structural sustainability.

  9. 20VC with Harry Stebbings6 min

    Why Scooter Braun Now Wants to Be Called "Scott"

    Scooter Braun, Scott, Harry Stebbings

    Investment expert Scott shares a personal revelation that his professional persona, "Scooter," was a protective mask formed from childhood insecurities rather than his true identity. He describes a transformative realization that the version of himself he once rejected was actually the architect of his current success, a shift solidified by his grandmother's advice to love his younger self. This acceptance has allowed him to discard the psychological need to separate his past from his achievements, leading to a recent state of genuine self-approval where he feels comfortable with both names.

  10. 20VC with Harry Stebbings9 min

    Scooter Braun and Harry Stebbings’ Heartfelt Conversation on Their Deepest Worries

    Scooter Braun, Harry Stebbings

    At 25, CEO and largest shareholder of the $8 billion to $14 billion public company Hybe, the speaker initially hesitated to embrace vulnerability with investors due to deep-seated fears of judgment and abandonment rooted in Holocaust-related trauma. Through a dialogue reframing investor relationships as trust in the individual rather than just the achievement, the speaker recognizes that their authenticity is a key asset in attracting capital and must balance with the psychological shift away from viewing self-care as selfishness. This realization drives a new strategic vision to center media and venture capital while addressing personal loneliness, aiming to harmonize the ferocity of business ambition with the presence required for family and long-term self-actualization.

  11. 20VC with Harry Stebbings1h 2m

    Snap's VP of Product Jack Brody: The Future of AR; Snap Glasses; Evan Spiegel's Product Mind | E1006

    Jack Brody, Evan Spiegel, Harry Stebbings, Gustav Soderstrom

    Jack, a Snap product leader who transitioned from mechanical engineering to design, advocates for a philosophy that prioritizes rapid hypothesis validation and the intentional disruption of industry conventions to drive innovation. Under his guidance, Snap leverages low-fidelity prototyping and diverse team input to de-risk bold features like Stories, accepting short-term user friction to secure long-term market dominance. This approach, rooted in balancing analytical rigor with creative intuition, has allowed the company to evolve from a messaging app into a global AR platform while maintaining agility against larger competitors.

  12. 20VC with Harry Stebbings59 min

    AngelList CEO Avlok Kohli: The Funding Market Today; Last-Mile Delivery; Competing w/ Carta | E1005

    Avlok Kohli, Harry Stebbings

    Following Naval Ravikant's invitation, former founder Avlok assumes the CEO role at AngelList and immediately pivots the firm toward a ruthless operational culture that eliminates all non-essential processes to accelerate product iteration. This strategic shift coincides with a bear market where the company leverages AI automation to scale its infrastructure, shuts down European operations to focus on capturing over 50% of the US market share, and targets a future as the immutable financial fabric of the venture sector without planning an IPO.

  13. 20VC with Harry Stebbings59 min

    Tomasz Tunguz: How I Raised $230M; ChatGPT vs. Google; How LLMs Work; Trump vs DeSantis | E1004

    Tomasz Tunguz, Trump, DeSantis, Harry Stebbings

    Tom, a solo general partner, successfully raised a $230 million fund to pursue thesis-driven investments in AI infrastructure, utilizing a concentrated portfolio strategy that targets 10% ownership in Series A companies. His investment thesis centers on the convergence of closed and open-source models, predicting that superior execution and unique data moats will allow startups to outmaneuver incumbents like Google and Adobe in the coming decade. The campaign achieved a single close by securing two Institutional LPAC members as anchors and leveraging data room analytics to convert 50% of limited partners from previously unknown relationships.

  14. 20VC with Harry Stebbings9 min

    Why Creatives Will Always Win: The Limitations of Artificial Intelligence in Content Creation

    Joost De Valk, Harry Stebbings

    The speaker advocates for mandatory disclosure of LLM training data and creator compensation to address transparency gaps, while arguing that AI adoption will compress software development by automating 60–80% of coding tasks within five years. Concerns regarding severe wealth inequality are raised over the potential for hyper-efficient startups with minimal headcount to outpace current regulatory frameworks. Ultimately, the discussion emphasizes the urgent need for explainable AI, the shift toward advanced prompting skills, and the democratization of development through open-source models to mitigate social disruption.

  15. 20VC with Harry Stebbings59 min

    Mark Goldberger: The Ultimate Guide to Enterprise Sales | E1003

    Mark Goldberger, Harry Stebbings

    Mark, a former wine industry entrepreneur who transitioned to enterprise SaaS sales at companies like TripActions and Ramp, outlines a rigorous methodology for building high-performing sales teams by prioritizing the "Four H's" of talent and utilizing deep qualification frameworks like MedPick. He advises founders to hire their first junior salesperson immediately, compensate them with significant equity, and replace traditional recruitment rubrics with candidates displaying race-car adaptability rather than conventional experience. Drawing on his personal journey and current success in driving Ramp's 400% revenue growth, Mark emphasizes that persistence in outbound outreach and strict deal validation are critical for navigating complex enterprise environments and achieving sustainable market expansion.