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The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

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.

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10

20VC: From $6.2BN Market Cap to $2.8BN: What Is Not Translating About Navan's Public Story | Are Any Public Company CEOs Actually Happy? | Why Navan Built It's Own Customer Service AI and What it Could Mean For Customer Service AI with Ariel Cohen

20VC: From $6.2BN Market Cap to $2.8BN: What Is Not Translating About Navan's Public Story | Are Any Public Company CEOs Actually Happy? | Why Navan Built It's Own Customer Service AI and What it Could Mean For Customer Service AI with Ariel Cohen

<p >Ariel Cohen is the Co-Founder and CEO of Navan (formerly TripActions), an AI-powered travel and expense platform. Last month, Ariel took the company public, since being a public company, they have faced a torrid time seeing stock price decline by 50%. The company is currently valued between $4BN-$5BN. </p> <p >AGENDA:</p> <p >0:00 The Truth About Going Public After 11 Years</p> <p >5:50 Why We Couldn't Wait: The Real Reason for the IPO</p> <p >8:15 Disrupting the Giants: Amex, Concur, and the $1T Opportunity</p> <p >11:50 "If We Don't Build This, We're Dead": Seeing ChatGPT Early</p> <p >18:35 Why Navan B...

53 min

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2026 February 7

20VC: SpaceX Completes Acquisition of xAI | The 2026 SaaS Massacre: Public Market Collapse | Microsoft's $360 Billion Market Cap Loss | NVIDIA's $100BN Investment Dispute with OpenAI | Waymo Raises $16 Billion at a $110 Billion Valuation

20VC: SpaceX Completes Acquisition of xAI | The 2026 SaaS Massacre: Public Market Collapse | Microsoft's $360 Billion Market Cap Loss | NVIDIA's $100BN Investment Dispute with OpenAI | Waymo Raises $16 Billion at a $110 Billion Valuation

<p >AGENDA:</p> <p >00:00 - SpaceX Completes Acquisition of xAI in $1.25 Trillion Merger</p> <p >08:44 - The Rehabilitation of the IPO and the End of "State Private Forever"</p> <p >15:53 - The 2026 SaaS Massacre: Public Market Collapse </p> <p >31:20 - Next-Gen CRM War: Hubspot Down 50%+ vs Next Gen Heavily Funded</p> <p >45:30 - Microsoft's $360 Billion Market Cap Loss and the Shift in AI Narrative</p> <p >52:45 - Nvidia's Strategic Retreat: The Dispute Over the $100 Billion OpenAI Investment</p> <p >01:03:30 - Waymo Raises $16 Billion at a $110 Billion Valuation</p> <p >01:17:30 - The Launch of OpenClaw and Moltbook: 1.5 Million Agents Join a S...

1 hr 34 min

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2026 February 7

20VC: 50% of Funds Will Go Out of Business | Why Growth Expectations Today are BS and Will Not Last | Why Oren Zeev Takes $0 Management Fees But 30% Carry | Why GPs Should Not Tell LPs Their Strategy

20VC: 50% of Funds Will Go Out of Business | Why Growth Expectations Today are BS and Will Not Last | Why Oren Zeev Takes $0 Management Fees But 30% Carry | Why GPs Should Not Tell LPs Their Strategy

<p >Oren Zeev is one of the most prominent solo capitalists in venture. He is one of the most no BS investors of our time. Oren manages over $1BN in AUM and is known for his "radical alignment" approach, often taking $0 in management fees. His track record includes massive successes like Navan, Audible, and Houzz.</p> <p >AGENDA:</p> <p >03:11 – Why the Best Investments Always Look "Wrong" at the Start</p> <p >05:58 – The AI Tsunami: How to Spot Beneficiaries vs. Victims</p> <p >10:43 – The Death of Incumbents? Why Most AI Predictions Are Wrong</p> <p >14:12 – Why Chasing Hyper-Growth is a "Disaster...

1 hr 8 min

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2026 February 7

20Growth: How Wix Built a $100M Marketing Machine | Why LTV is BS and Why Time Return On Investment is the Most Important Metric | How to 10x Your Growth: What is the Next Great Channel with Omer Shai, CMO @ Wix

20Growth: How Wix Built a $100M Marketing Machine | Why LTV is BS and Why Time Return On Investment is the Most Important Metric | How to 10x Your Growth: What is the Next Great Channel with Omer Shai, CMO @ Wix

<p >Omer Shai serves as the CMO at Wix. Shai leads a team of over 400 people and is responsible for the company's global online and offline marketing activity, which boasts an incredible growth of approximately 3 million new users every month. Under Shai, the marketing department has executed hundreds of worldwide campaigns for television and social including 5 Super Bowl commercials, creative videos, podcasts and more.</p> <p >AGENDA:</p> <p >00:00 — The AI Agent Revolution: 93% Automation?</p> <p >03:55 — Why I'm Buying TWO Super Bowl Ads This Year</p> <p >08:58 — The $100M Marketing Secret: Brand vs. Performance</p> <p >13:28 — Why LTV is Bullshit (and What...

1 hr 1 min

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2026 February 7

20VC: Brex Acquired for $5.15BN | a16z Companies are 2/3 AI Revenues | Anthropic Inference Costs Skyrocket | OpenEvidence Raises at $12BN Valuation | The IPO Market: EquipmentShare, Wealthfront and Ethos Insurance

20VC: Brex Acquired for $5.15BN | a16z Companies are 2/3 AI Revenues | Anthropic Inference Costs Skyrocket | OpenEvidence Raises at $12BN Valuation | The IPO Market: EquipmentShare, Wealthfront and Ethos Insurance

<p >AGENDA:</p> <p >03:36 Brex Acquisition by Capital One for $5.15BN</p> <p >10:54 Does Brex's Acquisition Help or Hurt Ramp?</p> <p >16:28 TikTok Deal Completed: Who Won & Who Lost: Analysis</p> <p >19:30 Anthropic Inference Costs Higher Than Expected</p> <p >37:50 Open Evidence Raises at $12BN from Thrive and DST</p> <p >53:56 Wealthront IPO Disaster: Is $1.5BN IPO Too Small?</p> <p >01:07:27 Salesforce Wins $5BN Army Contract: The Last Laugh for SaaS</p> <p> </p>

1 hr 15 min

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2026 February 7

20VC: From Only OpenAI to Die-Hard Anthropic: The Downfall of OpenAI in Enterprise | Harvey vs Legora: Legal AI is a Winner Take All | $7M ARR in a Single Day and Raising $200M Across 3 Rounds with No Deck with Max Junestrand, CEO @ Legora

20VC: From Only OpenAI to Die-Hard Anthropic: The Downfall of OpenAI in Enterprise | Harvey vs Legora: Legal AI is a Winner Take All | $7M ARR in a Single Day and Raising $200M Across 3 Rounds with No Deck with Max Junestrand, CEO @ Legora

<p >Max Junestrand is the Co-Founder and CEO @ Legora, the legal AI company that has scaled to $70M in ARR, 750 of the world's leading law firms as customers and over 300 employees in just 2 years. They have raised over $200M from some of the best in the business including Benchmark, General Catalyst, Redpoint and ICONIQ. </p> <p >AGENDA:</p> <p >04:16 Why Does Everyone Think Harvey When They Hear Legal AI?</p> <p >07:35 Why OpenAI is Toast? Switching to Anthropic!</p> <p >11:47 24 Months: Which Foundation Models Will Win? </p> <p >23:53 Lessons Scaling from Europe into the US</p> <p >28:53 Do Americans Work As...

1 hr 3 min

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2026 February 7

20VC: Raising $400M for 20VC: Fundraising Lessons | Getting Marc Benioff Through 53 Cold Emails: How to Master Cold Outbound | 7 Lessons from 101 Decacorn Founders with Harry Stebbings (Simon Squibb Edition)

20VC: Raising $400M for 20VC: Fundraising Lessons | Getting Marc Benioff Through 53 Cold Emails: How to Master Cold Outbound | 7 Lessons from 101 Decacorn Founders with Harry Stebbings (Simon Squibb Edition)

<p >AGENDA:</p> <p >00:03:00 – Harry's Wild Start: Making £1.75M at 19 in 36 Hours</p> <p >00:06:00 – How Harry Got Marc Benioff on 20VC with Cold Emailing Alone</p> <p >00:07:30 – Raising $70M on WhatsApp – Relationship Building Secrets</p> <p >00:12:00 – Decision Framework: What Would Pat Grady (Sequoia) Do?</p> <p >00:15:00 – Chase Your First Million – It Unlocks Everything</p> <p >00:16:30 – Advice for 19-Year-Olds Today: Niche Down, Interview Leaders, Publish</p> <p >00:18:00 – University Is a Waste for Most | Leverage Youth & Risk</p> <p >00:22:30 – How Getting Kicked Out of School Changed Everything</p> <p >00:30:00 – Why Should Everyone Be Creating Content Today and How to Start</p> <p >00:35:30 – 7 Lessons from Billionaires...

42 min

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2026 February 7

20VC: Sam Altman vs Elon Musk: The $100BN Battle | The Implosion of Thinking Machines | Can VC Survive Public Market Pricing Today? | ClickHouse and Replit's New Rounds: Analysed

20VC: Sam Altman vs Elon Musk: The $100BN Battle | The Implosion of Thinking Machines | Can VC Survive Public Market Pricing Today? | ClickHouse and Replit's New Rounds: Analysed

<p >AGENDA:</p> <p >03:30 Can VC Survive With Public Market Prices Today</p> <p >15:20 The Implosion of Thinking Machines</p> <p >21:13 Elon Musk vs. OpenAI: The Legal Battle</p> <p >40:50 Can OpenAI Win Ads?</p> <p >55:50 ClickHouse's $15BN Deal: Analysed</p> <p >58:55 Replit's $9BN Deal: Analysed</p> <p >01:08:35 There Are Only Two Types of Deals VCs Want To Do Today</p> <p > </p> <p > </p> <p> </p>

1 hr 18 min

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2026 February 7

20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

<p >Winston Weinberg is the CEO and Co-Founder of Harvey, the leading professional services platform engineered with AI for law, tax, and finance. Winston has raised over $980M for Harvey from Sequoia, a16z, GV, Elad Gil and more with a last round price of $9.2BN post-money. Before founding Harvey in August 2022, Winston was an attorney at O'Melveny & Myers LLP, specializing in antitrust and securities litigation. </p> <p >AGENDA:</p> <p >04:10 #1 Thing Every Founder Needs to Do Everyday</p> <p >05:33 Must Do Daily Routines and Productivity Tips for CEOs</p> <p >12:45 How to Get Sequoia and a16z Term Sheets</p...

1 hr 13 min

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2026 February 7

20VC: Anthropic's $10BN Fundraise: Have They Beaten Cursor Already | a16z's $15BN Fundraise: Is the Middle Dead in VC Today? | How OpenAI Could Go to Zero and ElevenLabs at $11BN: Buy or Not?

20VC: Anthropic's $10BN Fundraise: Have They Beaten Cursor Already | a16z's $15BN Fundraise: Is the Middle Dead in VC Today? | How OpenAI Could Go to Zero and ElevenLabs at $11BN: Buy or Not?

<p >AGENDA:</p> <p >05:02 Anthropic's $10 Billion Fundraise</p> <p >07:54 Has Claude Code Beaten Cursor Already</p> <p >15:54 OpenAI Could Still Go to Zero</p> <p >26:33 Andreessen Horowitz's $15 Billion Fundraise</p> <p >45:16 The Middle is Dead: Boutique vs. Large Platforms in Venture</p> <p >50:01 The Future of Venture Capital</p> <p >01:08:06 The Impact of Wealth Taxes on the Industry</p> <p > </p> <p > </p> <p> </p>

1 hr 28 min

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2026 February 7

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