Harry Stebbings

Harry Stebbings × Naveen Rao

Rao sees US spare power becoming scarce within years, tying AI growth to construction.Unconventional co-designs models and hardware for efficiency as falling token prices pressure inference margins, despite a $10 trillion market forecast within 10 years.He sees robotics 100 times larger than agentic coding, with prototypes in two to three years and a market in five to seven.

Harry Stebbings

Fund-scale return targets narrow venture: $50–100M seed valuations and $300–500K allocations can make an $18B winner immaterial.CoreWeave must fill capacity and fund buildout; Modal topped $1B run rate after raising $750M at $15.75B, amid unresolved inference competition.Town at $1B and Anduril at $90B highlight entry-price risk, with Anduril’s roughly 40x revenue demanding substantial execution.

Harry Stebbings × Sameer Dholakia

Dholakia sees AI surpassing the internet and cloud combined, with capital intensity concentrating frontier intelligence.He expects open and closed models both to become enormous businesses, while testing premium entry prices against forward growth, revenue quality and credible margin improvement.Bessemer’s $1.75 billion early-stage and $4 billion growth funds reflect the capital bar that favors scaled platforms or differentiated specialists.

Harry Stebbings × Harrison Chase

Chase says vertical-agent routing belongs in a state-aware harness, where domain-specific context and verifiers differentiate products.He estimates most OpenRouter usage is gateway access; smart routing is less common than assumed, and better frontier models can erode its value.His inference-market reversal—passing on a gateway was “100% the wrong decision”—signals room for Fireworks, AWS, and Crusoe.

Harry Stebbings

Pro rata rights emerge as economically valuable options, while Meta’s Muse Wonder signals a return to the model frontier despite unresolved usability questions.Meanwhile, rumored NVIDIA-Reflection and Jev’s $870 million Series A at a $7.5 billion valuation hinge on strategic control, hyper-accurate classification, and whether AI demand can absorb steep inference-price cuts.

Harry Stebbings × Mike Cannon-Brookes

Atlassian is betting that agents will expand interface value, especially for collaborative work requiring taste, context and human interaction.The Teamwork Graph turns each customer’s people, decisions, documents, code and workflows into queryable context for agents.Atlassian currently uses no Chinese models in production while routing Nemotron, Mistral and other models by quality, cost and speed; specialized models must sustain “exponential gains” as general models improve.

Harry Stebbings × Max Freeman

Ramp treats sales hiring and outbound as a Moneyball-and-engineering problem, paying roughly 2x market for SDRs expected to book 40–60 qualified meetings while OATS automates targeting and learns from manual outreach.Qualification, gated 60–90-day onboarding, and evidence-based compensation are designed to compress cycles and filter talent, but scaling may depend on whether AI productivity and managerial restraint improve execution without founder intervention.

Harry Stebbings × Dev Ittycheria × Jason Lemkin × Rory O’Driscoll

OpenAI’s reported Q3 growth reacceleration to roughly 70% quarter-on-quarter, from 18%, sharpens the frontier-model market debate.Enterprise adoption remains sticky because procurement, training, IP rights and token budgets make replacement harder than developer switching.Anthropic’s Q3 result, expected before a possible mid-November IPO, may show whether demand is expanding or OpenAI is taking share.

Harry Stebbings × Venky Ganesan

AI seed investing remains viable as an option strategy, but Menlo Ventures concentrates only after revenue and quantifiable evidence emerge, amid neo-labs and $10–20 million application rounds.With metrics vulnerable to gaming and a 10% seed stake potentially diluting to 3.5–4%, Venky says venture must beat the “Mag Seven” by roughly 1,000 basis points; vintage risk remains.

Harry Stebbings × Jack Altman

Instinct’s $1 billion round at a $10 billion valuation raises the bar for defensible economics before compute costs overwhelm the company.Miro’s sale to Bending Spoons for roughly $1.35 billion after a $17.5 billion valuation shows positive cash flow cannot prevent late-stage SaaS repricing, while Mistral’s €3 billion round underscores AI’s European sovereignty agenda.