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Harry Stebbings

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  1. 20VC with Harry Stebbings6 min

    How I'm Investing My $230M Fund - AI Investor Tom Tunguz Breaks It Down

    Tom Tunguz, Tomasz Tunguz, Harry Stebbings

    A solo general partner is launching a $230 million fund targeting 12 to 15 portfolio companies with a high-conviction strategy where the top three holdings may represent up to 50% of the total assets. Leveraging a "decade of data" framework and Fermi estimation models from *Super Forecasters*, the GP focuses on realistic forward multiples near 5.5x rather than hyper-growth projections while reserving initial checks between $8 million and $12 million per company. This thesis-driven approach prioritizes six to twelve months of sector research and continuous probability monitoring to deepen convictions in data-centric ventures despite the inability to lead $50 million Series A rounds.

  2. 20VC with Harry Stebbings6 min

    AI Investing 101: Tom Tunguz Breaks Down His Investment Thesis and How To Get Started

    Tom Tunguz, Tomasz Tunguz, Harry Stebbings

    The AI ecosystem is projected to bifurcate into a hybrid structure combining closed, capital-intensive foundational systems with a decentralized open-source layer, while consumer interfaces will increasingly mediate across multiple specialized models. Enterprise adoption will initially favor bundled, end-to-end solutions for Global 2000 firms lacking technical sophistication, driven by the need for secure data planes that remain isolated from cloud-hosted applications. As organizations mature, they are expected to transition toward modular stacks, fostering new business ventures focused on legal and operational risks such as copyright infringement and PII leakage.

  3. 20VC with Harry Stebbings39 min

    Alex Rodriguez: From MVP to CEO; Business Lessons from Warren Buffett & Magic Johnson | E1010

    Alex Rodriguez, Warren Buffett, Magic Johnson, Harry Stebbings

    Alex Rodriguez leverages his transformation from a performance-enhanced suspension to a disciplined investor to guide A-Rod Corp through strategic ventures in real estate and sports, including the twelve-fold return on Petro's Pace. Drawing on mentors like Magic Johnson and Warren Buffett, Rodriguez prioritizes deep expertise and "hire slow, fire fast" principles to build teams that balance aggressive deal-making with a renewed focus on fan affordability and leadership accountability. His current operations concentrate exclusively on sports and real estate sectors, aiming to lead the Minnesota Timberwolves to a championship while maintaining a corporate culture rooted in empathy and present fatherhood.

  4. 20VC with Harry Stebbings9 min

    Creating a Successful Product: SnapChat's Jack Brody Breaks Down Why It's More Science Than Art!

    Jack Brody, Harry Stebbings

    The discussion defines product development as a hybrid discipline where scientific rigor drives 80% of the process through hypothesis testing while creative synthesis merges distinct concepts to generate novelty. Successful innovation in this framework requires a diverse workforce, psychological safety, and leadership that explicitly rewards risk-taking to maximize the volume of ideas. To manage resources effectively, leaders apply a prioritization framework weighing potential impact, execution cost, and gut instinct to distinguish high-value opportunities from rejected proposals.

  5. 20VC with Harry Stebbings12 min

    Tips for Hiring Salespeople

    Mark Goldberger, Harry Stebbings

    This event outlines a hiring framework prioritizing "The Four H's"—Hunger, Hustle, Humility, and Heart—to identify resilient sales talent capable of generating 100x outcomes rather than incremental gains. It details a rigorous interview strategy that uses stress tests like the "Sell Me" challenge and deep-dive logic assessments to evaluate grit and adaptability over traditional pedigree. Finally, the presentation advocates for a leadership approach focused on low-stakes mentorship to cultivate independence, minimizing the costly six-month turnover associated with pedigree-based hiring mistakes.

  6. 20VC with Harry Stebbings6 min

    Snapchat's Best and Worst Product Decisions -- Jack Brody, VP of Product, Reveals!

    Jack Brody, Harry Stebbings

    Snapchat leaders described a strategic evolution where the initially resistance-facing Snap Map became an industry standard through rigorous privacy safeguards and alignment with user behaviors, while product imitation is treated as validation rather than a threat. The organization maintains its unique "raw" ethos and close-friend graph to differentiate itself, alongside a disciplined approach that winds down projects like its Games initiative when they distract from core long-term priorities. This operational framework relies on vetting hundreds of concepts to ensure only ideas with significant strategic fit reach the market, prioritizing high-impact opportunities over broad experimentation.

  7. 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.

  8. 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.

  9. 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.

  10. 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.

  11. 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.

  12. 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.

  13. 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.

  14. 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.

  15. 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.