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Harry Stebbings

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  1. 20VC with Harry Stebbings1h 4m

    "Cursor is Dead" is Total BS: Here is Why | Miles Clements

    Miles Clements, Harry Stebbings

    Excel Ventures articulates a disciplined investment philosophy centered on high-conviction "singles and doubles" rather than chasing late-stage momentum, focusing on multi-stage strategies that distinguish between durable AI platforms and transient tools. The firm highlights its successful early bet on Cursor, which scaled to $2 billion ARR from a $9.5 million valuation, while candidly discussing missed opportunities like 11 Labs and Service Titan to illustrate the importance of founder access and flexible valuation thresholds. Looking forward, Excel maintains optimism for the generative AI flywheel and emphasizes the necessity of participating in "mega outcomes" to generate fund returns, all while prioritizing founder-led governance over traditional financial pressures.

  2. 20VC with Harry Stebbings1h 4m

    Mitchell Green: Why 50% of VCs Should Not Exist

    Mitchell Green, Harry Stebbings

    Mitchell Green, a prominent venture capitalist, characterizes the current private and public equity landscapes as increasingly speculative and warns of a significant market downturn within the next decade. He argues that while Western markets underestimate ByteDance's AI capabilities, the broader tech sector faces "lunacy" in early-stage valuations and a shift toward sentiment-driven trading. Despite these risks, Green identifies substantial opportunities in Workday's cash flow, emerging manufacturing AI applications, and disciplined capital deployment strategies that prioritize strong gross retention over aggressive growth at any cost.

  3. 20VC with Harry Stebbings1h 25m

    Anthropic vs The Pentagon: Who Wins? | Cursor Hits $2BN in ARR | Block's 40% Headcount Reduction

    Jason Lemkin, Rory O'Driscoll, Harry Stebbings

    Following Anthropic's termination of a $200 million Department of War contract over safety constraints, the Pentagon awarded the agreement to OpenAI, which simultaneously secured a historic $110 billion valuation round including a $50 billion commitment from Amazon. While these AI giants navigate intense capital infusion and potential IPOs, Block Inc. executed a drastic 40% workforce reduction to pivot from growth metrics to immediate profitability, signaling a broader market correction where SaaS valuations compress as traditional revenue models fail against AI-driven efficiency. This industry bifurcation highlights a shift from labor-dominated high-skill AI teams to capital-controlled legacy firms, fundamentally altering investment strategies by prioritizing architectural moats over initial product demonstrations.

  4. 20VC with Harry Stebbings1h 14m

    Monday.com CEO on Is SaaS Dead: Will Everything Be Vibe Coded | Eran Zinman

    Eran Zinman, Harry Stebbings

    Monday.com CEO Aaron Zinman outlines a strategic transformation from a traditional seat-based SaaS model to an "agentic" platform, justifying a recent valuation drop to $3.9 billion as a market sentiment issue rather than a fundamental business decline. To align with this shift, the company is transitioning to a consumption-based pricing model and deploying proprietary AI to replace support and sales functions while maintaining 20% headcount growth for the 2026 transition period. Zinman asserts that enterprise software's future lies in complex agent architectures that incumbents struggle to replicate, dismissing aggressive M&A in favor of organic growth and long-term operational efficiency.

  5. 20VC with Harry Stebbings1h 1m

    The SaaS Apocalypse: Who Lives & Who Dies | Insight Partners Co-Founder, Jerry Murdock

    Jerry Murdock, Harry Stebbings

    Venture capitalist Jerry Murdoch warns that the AI sector is undergoing a "tsunami" shift from bolt-on tools to autonomous agents, rendering legacy platforms like Cursor obsolete while accelerating demand for specialized ASIC chips and the emerging "Claw Stack." He predicts this technological transition will displace millions of white-collar jobs, forcing small and medium businesses to adopt agent-driven workflows that could eventually enable billion-dollar single-person companies. Furthermore, Murdoch highlights that venture success now hinges on timing and intuition, predicting significant political upheaval as the market prepares for Universal Basic Income to address the resulting economic hollows.

  6. 20VC with Harry Stebbings1h 22m

    Citrini Research Breakdown: Agents, "Ghost GDP", Consumer Spend | Figma Earnings Beat

    Jason Lemkin, Rory O'Driscoll, Harry Stebbings

    Anthropic's recent security release triggered a $20 billion market correction in cybersecurity stocks like CrowdStrike and Cloudflare, a move the speaker argues reflects overreaction rather than the immediate obsolescence of existing endpoint protections. While AI agents threaten to erode value from traditional SaaS incumbents such as Figma and Atlassian, the speaker contends that widespread enterprise adoption will likely diffuse through existing vendors rather than causing an immediate terminal decline for the sector. Broader macroeconomic trends include a potential "Ghost GDP" phenomenon where productivity gains concentrate wealth, yet historical precedents suggest these shifts will ultimately drive long-term economic growth alongside a prolonged period of labor market restructuring.

  7. 20VC with Harry Stebbings1h 7m

    Insights from Coatue's Growth Investor Lucas Swisher

    Lucas Swisher, Harry Stebbings

    Lucas Swisher argues that the public SaaS market is losing relevance as capital shifts to private AI enterprises where exponential growth and massive total addressable markets now define value rather than traditional profitability metrics. He rejects the notion of "kingmaking," asserting that early capital inflow provides a tactical advantage but cannot manufacture success without genuine product-market fit, urging investors to pursue "few investments, big checks" in platform companies capable of sustaining multiple S-curves. Swisher forecasts a decade of significant labor displacement as the industry transitions from AI assistants to autonomous agents, a shift that demands flexible investment mandates and a willingness to overlook low initial gross margins in favor of long-term operational efficiencies.

  8. 20VC with Harry Stebbings1h 3m

    OpenAI's Codex Lead: Why Coding as We Know It is Over

    Alexander Embiricos, Harry Stebbings

    Alexander Mberikos outlines a strategy where AI adoption accelerates by prioritizing user fluency through internal coding tools and open standards before deploying autonomous agents to non-technical users. He argues that while LLMs will compress specialized roles into full-stack builders and render traditional product management optional for small teams, sustainable enterprise value depends on securing deep customer relationships in regulated industries rather than acting as disposable integration layers. The ultimate vision involves a market consolidation around "super-agent" providers that enable effortless, context-aware intelligence, shifting the primary engineering metric from revenue to task completion within a conversational interface framework.

  9. 20VC with Harry Stebbings1h 37m

    Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued?

    Jason Lemkin, Rory O'Driscoll, Harry Stebbings

    Anthropic secured a $30 billion round at a $380 billion valuation while Thrive Capital closed a $10 billion fund, driving a market shift where venture capital prioritizes massive, concentrated stakes in AI infrastructure over traditional early-stage diversification. This momentum has inverted sentiment toward mature SaaS, causing public software stocks to trade at depressed multiples despite strong fundamentals as enterprises aggressively adopt AI agents that risk rendering legacy user interfaces obsolete. Meanwhile, the competitive landscape is evolving with OpenAI's acquisition of OpenClaw and Workday's leadership return, signaling that autonomous agents are reshaping security paradigms and forcing incumbent founders to confront the rapid disruption of established workflow tools.

  10. 20VC with Harry Stebbings1h 30m

    Klarna CEO: SaaS is Dead: Why Systems of Record Will Die in an Agentic World

    Sebastian Siemiatkowski, Harry Stebbings

    Klarna has executed a radical workforce reduction from 7,000 to under 3,000 employees by leveraging AI to accelerate product delivery and eliminate the need for new capital or recruitment, while simultaneously doubling compensation per remaining staff. The company is pivoting from a Buy Now, Pay Later provider to a full-stack digital financial assistant and banking platform, aiming to convert its existing user base into active banking customers while internalizing its tech stack as an AI-native operating system. This transformation anticipates a further headcount drop to fewer than 2,000 by 2030 through natural attrition, challenging traditional financial incumbents by reducing switching costs and shifting value from software generation to data integrity.

  11. 20VC with Harry Stebbings16 min

    The Ruthless Sales Culture Behind ElevenLabs Growth | Carles Reina

    Carles Reina, Harry Stebbings

    11 Labs enforces an aggressive sales culture by setting quotas at 20 times base salary, a structure that has driven an 80% success rate over two and a half years while distinguishing itself through a dual-compensation model that aligns Account Executives and Customer Success Managers on retention. Leadership maintains this high-performance environment through mandatory remote pipeline reviews, ruthless public accountability for missed targets, and a strategic pivot from inbound reliance to a 40% outbound sales mix. The organization manages turnover by terminating underperformers with severance while retaining long-cycle sellers, ultimately fostering a remote-first team that prioritizes autonomous, road-warrior execution.

  12. 20VC with Harry Stebbings1h 25m

    Anthropic's Super Bowl Ad: Who Won & Lost? | Sierra Hits $150M ARR: Is Customer Support Too Crowded?

    Mike Cannon-Brookes, Jason Lemkin, Rory O'Driscoll, Harry Stebbings

    Projections suggest Anthropic and OpenAI could command nearly half the global software market by 2029, forcing a strategic shift toward Total Addressable Market expansion rather than zero-sum displacement of incumbents like Microsoft. While foundation models face valuation constraints in input-constrained sectors, service-oriented industries may experience a Jevons Paradox where AI efficiency drives increased demand for support and strategic implementation consulting. Concurrently, Atlassian reported 23% revenue growth and 44% increase in future obligations as AI-assisted coding accelerates engineering output and creates an island of stability for product development teams.

  13. 20VC with Harry Stebbings1h 20m

    a16z, Anish Acharya: Is SaaS Dead? Do Margins Still Matter? Why We Are Not in an AI Bubble?

    Anish Acharya, Harry Stebbings

    Andreessen Horowitz outlines a rigorous investment strategy that prioritizes Series A capitalization in companies demonstrating verified product-market fit while rejecting the notion that AI will immediately displace core enterprise software systems. The firm argues that while traditional SaaS incumbents retain strong pricing power, sustainable competitive advantages now rely on live data network effects and "native categories" that leverage human emotion rather than commoditized foundation models. By shifting focus toward verticalized applications and consumption-based unit economics, a16z anticipates that the next decade of value creation will emerge from specialized AI tools augmenting human workflows rather than fully autonomous agents or blanket software replacement.

  14. 20VC with Harry Stebbings1h 37m

    The SaaS Massacre: Public Market Collapse |Microsoft Lost $360B & NVIDIA’s $100B Dispute with OpenAI

    Jason Lemkin, Rory O'Driscoll, Harry Stebbings

    SpaceX has completed its acquisition of X.AI to create a $1.25 trillion entity capable of unlimited capital deployment for AI infrastructure, signaling a strategic pivot toward public markets to fund massive compute needs. Concurrently, the autonomous vehicle sector faces valuation pressures with Waymo securing a $110 billion round and Tesla carrying a significant "Elon Premium" dependent on Full Self-Driving execution. These massive capital realignments are forcing a broader SaaS and venture capital recalibration where growth deceleration, agent-to-agent security risks, and a shift to free cash flow multiples are reshaping market narratives.

  15. 20VC with Harry Stebbings1h 15m

    Oren Zeev: 50% of Funds Will Go Out of Business & Why GPs Shouldn't Tell LPs Their Strategy

    Oren Zeev, Harry Stebbings

    Oren Ziv, a solo general partner managing over $1 billion with a 100% fee reinvestment policy, predicts a market bifurcation where only massive platforms or agile boutiques will survive as the majority of current venture funds stall. He advises founders to treat high pre-money valuations with caution while implementing a strict investment filter that prioritizes companies poised as AI beneficiaries over those facing disruption risks. Ziv's approach emphasizes radical GP-LP alignment and character-based selection, arguing that the fundamental math of venture compounding remains unchanged despite the AI revolution and upcoming liquidity events from major IPOs in 2026 and 2027.