20VC with Harry Stebbings

89 videos

Channel persona

20VC with Harry Stebbings · confidence 0.76 · built from 51 chunks across 89 videos · Sep 27, 2026

View style notes
Tone
sharp venture diligence with founder/operator urgency
Rhythm
fast, segmented, thesis-first; short punchy judgments followed by dense evidence bullets and practical implications
Vocab tells
why it matters, claim / evidence / caveat / implication, unit economics, bottleneck, agent orchestration, show me the ROI
Frameworks
Claim → Evidence → Caveat → Implication breakdowns; market-structure analysis: who captures value, who gets squeezed, where margin accrues; AI workflow economics: tokens, cost per completed task, revenue per head, latency, retries, verification; venture underwriting: founder quality, price discipline, ownership, exit paths, liquidity duration; operator playbook: what founders, investors, or portfolio companies should do now
Topics
AI infrastructure, compute, energy, chips, and data-center constraints, agentic software, orchestration layers, context, memory, model routing, and enterprise AI adoption, venture capital fund construction, LP expectations, pricing, ownership, and exits, SaaS disruption, systems of record, seat-based pricing, and outcome-based software, founder assessment, hiring cultures, work ethic, communication, and GTM execution, OpenAI, Anthropic, Google, Meta, Perplexity, NVIDIA, and frontier-model market structure, AI ROI, token spend, productivity measurement, and revenue-per-employee benchmarks

Videos Listed

89

Channel URL

https://www.youtube.com/channel/UCf0PBRjhf0rF8fWBIxTuoWA

Videos (89)

Title Duration Status Date
The Ads Business Model Will Die & Lessons from Working with Elon at Twitter | Parag Agrawal 1:08:54 completed Sep 26, 2026
Meta's Muse Hits #1 | Menlo Sounds the AI Bubble Alarm | Keith Rabois vs Airwallex: Who is Right? 1:20:43 completed Sep 24, 2026
Daniel Dines on Why Work Processes Not Models Will Be The Most Valuable Asset in AI 1:19:04 completed Sep 21, 2026
How Many Will Actually Get Built & Is Energy AI's BIGGEST Bottleneck? | Positron AI Co-founder 1:19:54 completed Sep 19, 2026
Instinct Raising $1B at $10B & Meta Launches Muse | Miro Sells for $1.36B After a $17.5B Valuation 1:19:28 completed Sep 17, 2026
How LPs Allocate to Venture in 2026: What They Want, What They Don’t | Baylor University CIO 1:16:29 completed Sep 14, 2026
Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World 1:21:52 completed Sep 12, 2026
Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town 1:22:31 completed Sep 10, 2026
Town vs Instinct vs GrokBot | Why the AI Assistant Market Is Not a Bubble 1:16:00 completed Sep 07, 2026
How to Build Your Own Data Center & Why Every Startup Should Do It 1:04:35 completed Sep 05, 2026
NVIDIA Crushes Quarter | OpenAI Cuts Off Cursor | Instinct Hits $2.5B Valuation 1:20:29 completed Sep 03, 2026
ClickHouse CEO: AI Margins Need to Improve | Revenue Concentration Should be a Concern 1:05:56 completed Aug 31, 2026
Should American Enterprises Work With Open-Source Chinese Models? | Only 10% of Neo-labs survive 1:29:22 completed Aug 29, 2026
Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated 1:26:43 completed Aug 27, 2026
Julien Bek on Lessons from Don Valentine, Doug Leone & Alfred Lin | What Sequoia Sees in Founders 1:28:28 completed Aug 24, 2026
The AI Bubble WILL Burst | Should we be fearful of Chinese Open-Source | Jerry Murdock 1:10:08 completed Aug 22, 2026
Stripe's $8B OpenRouter Bet | Anthropic's First Profit & The Math Behind Reaching $600B in Revenue? 1:17:47 completed Aug 20, 2026
Uber President on Travis, China & Self-Driving | Why Autonomy Is Existential | How to Beat DoorDash 1:09:44 completed Aug 17, 2026
How to Build a $100M Growth Engine: Lessons from Wispr Flow & Superhuman | Matt Swulinski 1:20:47 completed Aug 15, 2026
Canva Slahes Growth | Talent Exodus at Google | Revolut's $50B CEO Package | Musk's $55B Terrafab 1:29:42 completed Aug 13, 2026
OpenRouter CEO: Why Chinese Open Models Are Beating the US | Why Enterprises Fear OpenAI & Anthropic 1:08:25 completed Aug 10, 2026
The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel 1:30:48 completed Aug 08, 2026
Leo Aschenbrenner's Situational Awareness Blows Up | Moonshot AI Raises $3.5B at $35B 1:18:23 completed Aug 06, 2026
Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market 1:09:26 completed Aug 03, 2026
The AI Company Simulating the Entire Economy | Simile Co-founder & CEO, Joon Sung Park 1:05:02 completed Aug 01, 2026
Jensen's Open-Weights Letter | Google Cloud Grows 82% But The Market Tanks 1:20:22 completed Jul 30, 2026
Will Open-Source Threaten Anthropic's Business & Do Margins Matter in a World of AI | Matt Murphy 1:06:45 completed Jul 27, 2026
Mercor Head of Product on Revenue Concentration from Frontier Labs 1:02:42 completed Jul 25, 2026
Frontier Labs Threatened by Kimi? Should the US Ban Chinese Open-Source Models & Stripe Buys PayPal 1:27:39 completed Jul 23, 2026
The Open-Source AI Reality | How Token Costs Will Fall 10X & Usage Will Explode 100X | Lin Qiao 1:28:42 completed Jul 20, 2026
We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO 1:29:35 completed Jul 18, 2026
Zuckerberg Back on X Challenging Codex & Claude Code | SK Hynix’s $26BN IPO 1:26:12 completed Jul 16, 2026
Wix Founder: Will Base44 Win the Vibe-Coding Wars? | The Truth About the Economics of Vibe-Coding 1:04:36 completed Jul 13, 2026
⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder 1:00:08 completed Jul 11, 2026
Sam Altman Offers Trump 5% of OpenAI | Enterprises Fear Frontier Models | DeepSeek Builds Own Chips 1:27:05 completed Jul 09, 2026
Now is the Time for the App Layer | OpenAI & Anthropic Won't Win the App Layer | Mike Mignano, USV 1:11:01 completed Jul 06, 2026
The $100,000 token budget EVERY engineer will need | Sierra Co-Founder 1:11:53 completed Jul 04, 2026
Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups 1:18:07 completed Jul 02, 2026
The Hottest Companies Right Now 1:34 completed Jun 30, 2026
Bloom Energy CEO: Why We Aren’t in an AI Capex Bubble | Energy Sovereignty & The Future of Power 1:06:10 completed Jun 29, 2026
Bloom Energy CEO: "To lose is something I simply cannot contemplate" 1:02 completed Jun 29, 2026
How We Got Fred Wilson, Benchmark and Index to Invest $94M | Why Robinhood's Strategy is Wrong 55:08 completed Jun 27, 2026
Wall St's $725BN AI Question | The Rise of Open Source & How it Threatens OpenAI & Anthropic 1:28:02 completed Jun 25, 2026
Nikesh Arora on The Future of Token Costs | Memory Becoming the Moat & Why Enterprise AI Isn't Ready 1:16:37 completed Jun 22, 2026
Flexport CEO: Why Revenge and Patriotism are the Best Founder Traits 1:20:59 completed Jun 20, 2026
Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN 1:28:10 completed Jun 18, 2026
How Export Controls Helped Not Hurt China & Power is the Bottleneck to AI | Perplexity CEO 1:35:16 completed Jun 15, 2026
OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning 1:25:00 completed Jun 13, 2026
SpaceX Launches Largest Ever IPO | OpenAI Files to Go Public | Uber Cuts 23% of HR 1:15:56 completed Jun 11, 2026
SpaceX Launches Largest EVER IPO 1:06 completed Jun 11, 2026
Nebius Co-Founder on AI Infrastructure Bubbles | How Price Elastic is Demand for Compute 1:14:30 completed Jun 08, 2026
Why Token Maxing is Failing Enterprise Startups | Legora CTO 57:42 completed Jun 06, 2026
Token Budgeting Panic Hits Corporate America | Cognition Raises $1BN at $26BN Valuation 1:39:00 completed Jun 04, 2026
Mercor CEO on Why Application Layer Companies Have No Defensibility & Token Spend Exceeds Salaries 1:14:12 completed Jun 01, 2026
The Most Intense Workplace Culture in America | The Journey from $0 to $2.6BN Valuation 56:55 completed May 30, 2026
OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds 1:27:44 completed May 28, 2026
Is OpenAI Rushing Its IPO? 1:12 completed May 28, 2026
Cerebras CEO on the Future of Data Centres, Token Costs & Memory | Should US Companies Sell to China 1:07:45 completed May 26, 2026
The $25 Billion AI Backlog Nobody's Talking About 1:02 completed May 26, 2026
Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow 1:23:34 completed May 23, 2026
The Secrets to Building a World Class Sales Team 1:17 completed May 23, 2026
Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 1:27:17 completed May 21, 2026
"No one in America likes the AI trend" 1:06 completed May 21, 2026
The One Man Accelerator at The Four Seasons & Why VCs Can Be Sharks | Josh Browder 1:35:14 completed May 18, 2026
The one man accelerator at Four Seasons 1:04 completed May 18, 2026
The Five Year Desert to Product Market Fit and a $5.3BN Valuation | Shiv Rao, Founder @ Abridge 1:08:23 completed May 16, 2026
Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN 1:19:05 completed May 14, 2026
Inside Legora: Jude Law Generated $50M Pipeline | Are They Undervalued at $5.5BN? | Patrick Forquer 1:13:48 completed May 11, 2026
Cliff Weitzman: What I Learned from 100 of the World’s Top CEOs & Why Tokens Will Outspend Salaries 1:57:54 completed May 09, 2026
Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down 1:36:35 completed May 07, 2026
Shopify CEO on How AI is a Scapegoat for Mass Layoffs & Trump Derangement Syndrome in Canada 1:20:30 completed May 04, 2026
Inside Clay's Sales Playbook | Becca Lindquist 1:14:23 completed May 02, 2026
Investors need to give CEOs better comp packages 1:52 completed May 01, 2026
Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors 1:28:19 completed Apr 30, 2026
$160B Market Cap, $5.48B Revenue, $10M EBITDA Per Head: Inside AppLovin’s Profit Engine 1:20:29 completed Apr 27, 2026
Replit CEO: Why the SaaS Apocalypse is Justified & Why Coding Models are Plateauing | Amjad Masad 48:49 completed Apr 25, 2026
Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? 1:50:05 completed Apr 23, 2026
Jake Paul: Attention is more valuable than capital 1:02 completed Apr 18, 2026
Jake Paul: Traditional VC is Toast & Attention is More Valuable than Cash 1:03:24 completed Apr 18, 2026
AGI will be 10x the industrial revolution 0:27 completed Apr 17, 2026
Is Anthropic's Dario the Boy Who Cried Wolf? 0:39 completed Apr 17, 2026
China’s Secret to Winning in AI 1:01 completed Apr 17, 2026
SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? 1:30:31 completed Apr 16, 2026
"I don't buy Dario from Anthropic anymore..." 1:02 completed Apr 16, 2026
Anthropic's 1st Round: We Got 21 No's 1:03 completed Apr 15, 2026
The Early Days of Anthropic & How 21 of 22 VCs Rejected It | The Four Bottlenecks in AI | Anj Midha 1:15:19 completed Apr 14, 2026
ElevenLabs: Building an AI Sales Machine & Why We Set a 20x Sales Quota 1:25:37 completed Apr 11, 2026
OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber 1:32:21 completed Apr 09, 2026
OpenAI Kills Sora & Hits $100M ARR on Ads | Oura Going Public & Whoop Raises at $10BN 1:12:41 completed Apr 02, 2026