The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Harry Stebbings
The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
Episodes
Mentioned books
458 snips
Mar 5, 2026 • 1h 23min
20VC: Anthropic vs The Pentagon: Who Wins | OpenAI's $110BN Mega Round | Cursor Hits $2BN in ARR | Block's 40% Headcount Reduction: AI or Overhiring
Jason Lemkin, SaaS investor and SaaStr founder, and Rory O'Driscoll, VC partner and macro commentator, dig into Anthropic vs the Pentagon, the politics around AI deals, OpenAI's $110B financing structure, valuation premiums for founders, Block's 40% layoffs and whether AI or overhiring caused it, and Cursor hitting $2B ARR plus the pace of agent-driven product change.
609 snips
Mar 2, 2026 • 1h 10min
20VC: Monday.com CEO on Is SaaS Dead: Will Everything Be Vibe Coded | Will Systems of Record Become Valueless Databases in an Agentic World | Will LLMs Own the Value in the Application Layer with Eran Zinman
Eran Zinman, CEO of Monday.com and experienced work-management product leader. He walks through five doomsday SaaS scenarios and why vibe coding won’t replace durable enterprise systems. He debates whether LLM providers will own the app layer and how agents could reduce systems to databases. He explains Monday’s AI strategy, hiring choices, pricing rethink, and how the company plans to orchestrate agents and teams.
931 snips
Feb 28, 2026 • 1h 1min
20VC: Why Cursor is Dead | An AI Tsunami is Coming & You Need to Prepare | Systems of Record Become Valueless Databases with Agents | Is This The End of Tech Private Equity with Jerry Murdock, Co-Founder of Insight Partners
Jerry Murdock, co-founder of Insight Partners and veteran growth investor, shares a first long-form interview. He warns of an AI tsunami driven by autonomous agents. Conversation covers open-source agent stacks, why many systems of record may lose value, migration from GPUs to ASICs, and how agents will change who buys software and reshape private equity.
601 snips
Feb 26, 2026 • 1h 20min
20VC: Anthropic Wipes Billions Off Markets | Citrini Research: The Ultimate Breakdown: Agents, "Ghost GDP", Consumer Spend etc. | Figma Earnings Beat & Four Public Stocks to Buy | Jack Altman Joins Benchmark
Rory O'Driscoll, enterprise software investor and market strategist; Jason Lemkin, SaaS founder and investor behind SaaStr. They dissect Anthropic's security product and market shock. They debate whether agents will shrink SaaS incumbents and if consumer delegation can replace services like DoorDash. They unpack Citrini's "ghost GDP" idea, Figma's AI-powered rebound, public stock picks, and Jack Altman joining Benchmark.
519 snips
Feb 23, 2026 • 1h 7min
20VC: Inside Coatue's $70BN Machine: Why Price Matters Least | Why Mega Markets are the Most Important | How to Assess Durability of Revenue and Margins in AI with Lucas Swisher
Lucas Swisher, growth investor who co-leads Coatue and has backed OpenAI, Anthropic and Canva, walks through AI’s reshaping of SaaS valuations. He talks about spotting durable revenue amid architecture shifts. He explains why mega markets and concentrated bets matter, how big growth funds can still hit venture returns, and when doubling down helps or hurts.
1,418 snips
Feb 21, 2026 • 1h 4min
20VC: Codex vs Claude Code vs Cursor: Who Wins, Who Loses | Will All Coding Be Automated - Do We Need PMs | The Real Bottleneck to AGI | The Three Phases of Agents and What You Need to Know with Alex Embiricos, Head of Codex at OpenAI
Alexander Embiricos, Head of Codex at OpenAI, leads AI coding systems and developer platforms. He discusses whether coding will be automated and create more builders. He explains the human bottleneck to AGI and the three phases of agents. He covers enterprise security, agent-to-agent workflows, inference speed, retention via connectors, and what winning looks like for AI coding products.
502 snips
Feb 19, 2026 • 1h 34min
20VC: Anthropic Raises $30BN at $380BN Valuation | Thrive Raises New $10BN Fund | OpenAI Buys OpenClaw | Stripe Raises at $140BN: Is Adyen Wildly Undervalued? | Monday, Figma, Shopify: Which are Buys vs Sells?
Rory O'Driscoll, veteran SaaS-focused investor; Jason Lemkin, SaaS scaling expert and founder of SaaStr. They debate Anthropic's $30B raise and AI funding frenzy. They unpack why AI narratives crush SaaS stocks, where AI is actually eating (coding, support, legal), Figma's missed AI adjacencies, Stripe versus Adyen, OpenClaw/OpenAI moves, and why mega private funds like Thrive keep growing.
658 snips
Feb 16, 2026 • 1h 28min
20VC: SaaS is Dead: Why Systems of Record Will Die in an Agentic World | What Revenue Multiple Will Software Companies Trade At? | From 7,000 to 3,000: We Need Less People Than Ever with Sebastian Siemiatkowski
Sebastian Siemiatkowski, co-founder and CEO of Klarna, a fintech leader driving AI product and operating change. He argues AI will collapse SaaS switching costs and remake systems of record. He explains why Klarna built custom AI for customer service, how headcount fell as automation scaled, and why scale and data depth give Klarna an edge in global expansion.
913 snips
Feb 14, 2026 • 1h 15min
20Sales: Inside ElevenLabs $330M ARR Sales Machine | The 20x Sales Comp Plan Reps Must Hit | How to Land and Expand in a World of AI | Why Product-Market-Fit is BS, Reps Should Not Be in the Office and Outbound is King with Carles Reina
Carles Reina, VP of Sales at ElevenLabs who scaled revenue to $330M ARR and is an active early investor. He discusses turning PLG into enterprise deals. Short, punchy takes on land-and-expand tactics, a ruthless 20x quota sales comp, why outbound and remote selling win, and how honest pipeline reviews and travel drive growth.
401 snips
Feb 12, 2026 • 1h 22min
20VC: Anthropic's Superbowl Ad: Who Won - Who Lost | Harvey Raises $200M at $11BN Valuation | Sierra Hits $150M in ARR: Is Customer Support Too Crowded
Mike Cannon-Brookes, co-founder of Atlassian and tech entrepreneur, joins a wide-ranging discussion. They debate Anthropic’s bold ARR forecast and model competition. They unpack AI’s impact on product development, support automation, and SaaS economics. They also dissect Harvey’s $200M raise, customer support market dynamics, and the signaling of Anthropic’s Super Bowl ad.
