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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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Now displaying: Page 1
Mar 16, 2026

Gokul Rajaram is one of the greatest operators turned investors of the last 2 decades. He is trusted as the go to advisor for the greatest founders in the world. Today he serves as a Board Director at three public companies: Coinbase, Pinterest and The Trade Desk. Prior to Marathon (his firm), Gokul served on the executive team at DoorDash and Block. Before Block, he served as Product Director of Ads at Facebook. Earlier in his career, Gokul served as a Product Management Director for Google AdSense. Gokul is also a prolific angel investor, having invested in 700+ companies, including Airtable, Figma, Groq, Runway, Supabase, and Vercel. 

AGENDA:

03:53 — Investing Lessons from Google, Doordash and Facebook

05:32 — Why Mark Zuckerberg is the Greatest Distribution Genius Alive

07:23 — Why Every Company Today Needs to be Multi-Product

09:16 — Negative Gross Margins: Are the Best Companies Actually Built on "Shit" Economics?

10:50 — The SaaS Apocalypse: Is the Entire Sector Going to Zero?

12:15 — The 8 Moats of Enduring Software Companies: How to Analyse Companies

14:50 — Why Brand is No Longer a Strong Moat (And What Replaced It)

16:13 — Salesforce vs. Atlassian: Which Systems of Record are Dying?

18:13 — Outcome-Based Pricing: Is This the Total Death of Seat Pricing?

20:16 — The Bolt-On AI Trap: Why Rebuilding Your Entire UX is Non-Negotiable

23:44 — Are the Outcome Sizes of Vertical SaaS Large Enough for VC Today?

28:16 — The Zombie Cohort: What Happens to Private Companies with High Valuations?

32:44 — Is "King Making" Complete Bullshit?

34:21 — Durability Over Margins: What Really Matters in a 100x Growth World

35:36 — The Non-Consumption Miracle: Why Granola and Gamma are Crushing It

38:50 — The PayPal Rule: Can You Raise Prices 5 Times in 3 Years?

42:47 — My Biggest Miss: How I Misread the Shopify Billion-Dollar Mark

45:18 — The Courage to Bet: Why Instacart is the Best VC Deal Ever

46:33 — Seed vs. Growth Pricing: When Does Price Actually Destroy Returns?

50:53 — Does "Proprietary Founder Access" Even Exist?

54:33 — Double Down or Diversify? The Truth About Fund Reserves

59:44 — The Vanta Anti-Portfolio: A Mistake I'll Never Forget

01:01:21 — When to Sell: The "Sell a Third, Hold a Third, Trade a Third" Rule

01:04:12 — Why Remote Early-Stage Companies are Dying

01:07:33 — Why Mid-Level Partners are Fleeing Mega Funds

01:09:47 — The Best CEO Superpowers: Larry, Mark, Jack, and Tony

01:12:33 — The Next 10 Years: Why Dropouts are "AI Maxing" the World

 

 

Mar 14, 2026

Elena Verna is the Head of Growth at Lovable, one of the fastest growing companies in the world having hit $400M in ARR in just 18 months. Prior to Lovable, Elena was Head of Growth at both Dropbox and Miro. 

AGENDA:

00:00 – Why “Growth Is Now a Trust Problem” (Not a Marketing Problem)

06:10 – Is SEO Dying Because of AI Search?

07:00 – Did Lovable’s Growth Come From the Founder’s Personal Brand?

08:30 – Why Every Founder Should Push Employees to Be Marketers?

13:10 – Why Every Employee at Lovable Ships Code (Even Marketing)

21:20 – Why Paid Marketing in Year One Is a “Death Trap”

31:50 – Why Annual Subscriptions Are the Wrong Monetization Model for AI

37:00 – If Elena Had an Unlimited Marketing Budget, What Would She Do?

48:00 – How Lovable Does Product Launches

 

Mar 12, 2026

AGENDA:

00:00 - ANTHROPIC VS. THE PENTAGON: The Billion Dollar Supply Chain War

07:11 - B2B PANIC: Why Leading Companies Are Losing Deals to OpenAI

12:19 - THE ANTHROPIC ENDGAME: Will Claude Eclipse ChatGPT?

17:39 - THE DATA CENTER ARMS RACE: Is the AI Hype Cycle Finally Dead?

24:43 - 24/7 PERSISTENT AI: Why You'll Soon Need Data Centers in Space

30:37 - THE DEATH OF THE JUNIOR: Why Entry-Level Jobs are Vanishing

41:55 - AGENT-LED GROWTH: The Secret Reason Startups are Exploding in 2026

46:58 - THE ERA OF GENTLE DECELERATION IS DEAD: Public Markets Turn Brutal

55:54 - FIGMA MAKE IS TERRIBLE? The Failure of Quarterly Software Releases

01:00:54 - THE ULTIMATE STOCK PICKS: What to Buy and Sell Right Now

 

 

Mar 9, 2026

Miles Clements is a Partner @ Accel where he helps to lead their growth fund. At Accel, Miles has led or invested in Atlassian, Cursor, Linear, and more. 

AGENDA: 

03:38 Where is True Alpha and Value in a World of AI 

05:10 Why it is Total BS that Cursor is Dead

07:55 Why Cursor Were Not Wrong to Build Their Own Models

09:38 What is the Upside When Investing in Cursor at $27BN?

15:12 Do Sub $10BN Outcomes Even Matter to a Fund the Size of Accel?

17:07 Losing ServiceTitan: Investing Lesson Learned…

19:55 Missing Rippling: What We Learned

27:20 What is Accel’s Win Rate

30:22 How VCs Approach Ownership Has Changed

35:09 Does Miles Feel Happier or Sadder to be an Anthropic Investor Post Pentagon Debacle

36:45 What Happens to Companies Like Miro and Snyk with High Prices to Live Upto?

38:05 Why it is a Great Time to Be Thoma Bravo and Vista 

38:36 Why Founder-Led Companies Are Always Better

41:12 Why Would Any Founder Go Public Today

43:48 When is the Right Time to Take Chips Off The Table?

45:24 Should VC Firms Have Evergreen Funds and Be Responsible for Public Positions

50:28 You Can Pick Any VC to Join Accel, Who Does Miles Choose…

  

 

Mar 7, 2026

Mitchell Green is a legendary growth equity investor and the Founder and Managing Partner of Lead Edge Capital, a firm with over $5 billion in assets under management. Known as a relentless "money maker", Mitchell has led investments in the likes of Bytedance, Toast, Procore, Duo Security and more.

AGENDA:

0:00 The SaaS Apocalypse: Why Incumbents Aren't Going to Zero

05:50 "Dead Money": Why Public Software Estimates Were Too High

08:15 Leverage is the Enemy: Lessons from the 1999 Retail Crash

11:50 The Truth About Growth Equity: Zeroes vs. 10X Returns

15:40 Mainframes to AI: Why Oracle and SAP Will Thrive

20:35 The "Stock-Based Comp" Scandal: Silicon Valley’s Hidden Crime

24:35 ByteDance vs. The World: Why China Could Win the AI War

31:50 Selling is the Job: Why Buying is the Most Glamorous Part of VC

35:45 Too Many Tourists: Why 50% of VCs Shouldn't Be in the Business

44:10 The Gross Dollar Retention Rule: The Only Number That Matters in SaaS

Mar 5, 2026

AGENDA: 

04:13 Anthropic vs The Pentagon: Who Wins

13:54 Was Sam Altman Wrong to Take the Deal 

24:28 OpenAI’s $110BN Mega Round: The Breakdown

28:22 Who Has a Bigger Valuation Premium: Sam Altman or Elon Musk

34:38 Why We Got the SaaS Apocalypse Wrong?

43:24 Why Salesforce Could be the Best Buy in Public Markets

47:46 Block Lays Off 40% of Team: AI or Overhiring

01:00:16 Cursor Hits $2BN in ARR… so not Dead?

01:18:15 How to Pick Winners in AI?

 

 

 

Mar 2, 2026

Monday has been hit harder than almost any other public SaaS company. With $1.3BN in ARR, the company is valued at just $3.8BN; a more than 60% fall since IPO. Today, Eran Zinman, Monday’s CEO joins Harry Stebbings in the hotseat to walkthrough six of the biggest threats to Monday’s business; what is real, what is not and what are the unknowns. 

AGENDA:

05:47 Six Threats Monday Faces Today 

07:04 Threat #1: Vibe Coding: Will Companies Vibe Code Everything

11:24 Threat #2: Will OpenAI and Anthropic Own the Application Layer 

13:52 Threat #3: Will Agents Turn Monday and Salesforce into a Database

18:43 Why is Monday Adding 15% Headcount When Everyone is Cutting?

21:40 How Monday is Using AI to be More Efficient

27:49 What Happens to Seat Pricing? What Comes Next?

34:17 What No One Sees About Enterprise AI Adoption

37:13 How Google AI Overview Smashed 10% of our Customer Acquisition

38:49 If Bullish on Monday, Why Has Eran Not Bought More Stock…

40:38 How to Manage Internal Morale When Stock is Down 60%

44:08 Do Private Companies Have Advantages Public Companies Do Not Have

47:28 With $1.5BN in Cash, Why is Eran Not Buying More Companies…

53:30 What is the Most Offensive Bet Eran Would Like to Take?

57:13 Quickfire: Marriage, Biggest Short, Mentors

 

Feb 28, 2026

Jerry Murdock is the Co-Founder of Insight Partners, one of the most formidable growth investors of the last three decades, with over $90 billion in AUM and a portfolio that has shaped the modern software economy. Jerry never does podcasts, and so this is his first-ever long-form interview. 

AGENDA:

03:50 There is an AI Tsunami Beginning

05:43 Cursor is F***** and Everyone Knows It

07:28 How Open Source Will Crush in an Agent First World

10:20 Is NVIDIA F****

17:32 Are Systems of Record Dead in an Agent-First World

21:04 Humans Will Not Buy Software, Agents Will…

24:57 Universal Basic Income Will Have to Happen, Mass Unemployment is Coming

30:54 What Happens to Tech Private Equity: Is Thoma Bravo F******

37:50 What Single Decision Does Jerry Regret Most… Why?

41:45 Single Biggest Mistake With Insight… What Did Jerry Learn?

45:26 Why is Now the Best Time to Start a Fund

47:03 The Twitter Bet that Made $90BN Insight

49:34 Biggest Marriage and Parenting Advice

56:04 Will Agents Help Us Live Forever

 

 

Feb 26, 2026

AGENDA:

03:55 Anthropic Security Product Wipes Billions Off Public Markets

11:17 Do Agents Turn SaaS Incumbents into Valueless Databases

22:07 Anthropic Secondary Sale Makes Hundreds Decamillionaires

23:20 Citrini Research Piece: Everything You Need To Know

26:04 Will DoorDash Be Replaced by Agents

34:22 Will “Ghost GDP” Soften Consumer Spending Power

42:46 Why No Public Company Has Created a Good Agent Product

47:19 Is Tech Private Equity and Thoma Bravo F***** in this Market

51:05 OpenAI Massively Increases Spending Plans: Analysis

56:24 Figma Fights Back: Earnings Through the Roof

01:02:12 Momentum Versus Value: Four Public Stocks to Buy

01:09:30 Jack Altman Joins Benchmark Capital

 

 

Feb 23, 2026

Lucas Swisher co-leads the growth fund at Coatue where he has partnered with iconic companies like OpenAI, Harvey, Deel, Canva, Openevidence, Anthropic, and others. Prior to Coatue, he was on the investment team at Kleiner Perkins, where he focused on growth stage software businesses. 

AGENDA:

04:23 Why Public SaaS Is Getting Crushed in the AI Wave

06:01 How to Find Value in the Deluge of Public SaaS

10:34 Durability of Revenue in AI

17:42 Market Size vs. Founder Quality: What Wins?

19:04 Why Price is the Last Thing to Matter

24:58 Mega-Funds Math: Can $5B+ Funds Still Generate Venture Returns?

28:04 What Returns Are ‘Enough’? Why 3x Isn’t Exciting at Growth

30:34 When Double-Downs Go Wrong: Overestimating TAM and Multi-Product Expansion

33:03 Margin Matters… But at Scale: AI Gross Margins, Cost Curves & Efficiency

36:42 Why it has never been harder to be a seed investor

39:25 Is ‘Kingmaking’ a Myth: When Capital Helps (and When It Hurts)

44:12 Is Canva Really a Platform Company? Multi S-Curves and Leaning into AI Early

46:05 Lessons from Mary Meeker: Modeling, Storytelling with Data, and Not Missing the Forest

48:27 Lessons from Mamoon Hamid: Spotting Inflection Points with Minimal Data (Figma Story)

49:54 LP ‘Pick One’ Games: Mamoon Hamid, Mary Meeker, Insight Partners

51:41 OpenAI vs Anthropic: Who Wins?

56:52 Most Memorable Founder Meeting: Harvey and Founder-Market Fit

59:00 Career Decisions & Misses: Leaving Insight, Missing Anduril, and Looking Ahead

 

Feb 21, 2026

Alexander Embiricos is the Head of Codex at OpenAI, leading the development of the company’s flagship AI coding systems that power automated software generation, debugging and developer workflows. Under his leadership, Codex has become one of the most widely adopted AI developer platforms. 

AGENDA:

05:13 Will Coding Be Automated? Why AI Could Create More Engineers, Not Fewer

07:17 Do We Need PMs? The “Undefined” Product Role and When It Matters

08:06 The Real AGI Bottleneck: Human Prompting, Validation, and “Too Much Effort”

13:04 Three Phases of Agents: Coding → Computer Use → Productized Workflows

13:52 Enterprise Reality Check: Security, Permissions, and Safe Agentic Browsing

17:57 Is Inference the New Sales and Marketing? 

18:49 What % of Codex Was Written by AI?

21:33 Do OpenAI Use AI for Code Review?

23:31 Is there any stickiness to AI coding tools?

28:22 What Does “Winning” Mean at OpenAI? Mission, Competition, and Moats

32:04 The Future UI: Chat or Voice

34:10 Agent-to-Agent Workflows: Designing for Approvals, Compliance, and Automation

35:39 Do Coding Models Have a Data Moat?

36:50 How does Codex View Data: Will They Build Their Own Mercor and Turing?

37:27 How Does Codex View Consumer: Will They Compete with Lovable?

41:56 Benchmarks vs “Vibes”: How People Actually Judge Models

42:43 Cursor’s Edge and the Case for Building Your Own Models

47:37 Is SaaS Dead? What Still Defends Value (Humans + Systems of Record)

51:28 Talent Wars and Career Advice for New Engineers in the AI Era

01:01:03 Guardrails, the Fully AI-Managed Stack, and a 10-Year Vision for Everyone

 

 

 

Feb 19, 2026

AGENDA:

04:14 Anthropic’s $30B Raise at $380B

06:18 Why SaaS Stocks Keep Getting Crushed

18:15 Wall Street’s New Religion: AI Replaces Headcount 

22:42 The Bear Case for Shopify: What Could Go Wrong?

31:51 Replit and Lovable are Proof Figma Missed Out: Figma; Buy or Sell? 

48:42 Stripe Raises at $140BN: Is Stripe Wildly Overvalued or Adyen Undervalued? 

54:36 OpenAI Buys OpenClaw

01:06:28 Thrive’s $10B Growth Fund

01:09:10 Arif Janmohamed Leaves Lightspeed for New Firm

01:17:12 Workday’s Founder Returns as CEO: Will it Work? 

01:20:34 Which Founder Returns Next: HubSpot, Twilio, Gitlab?

01:24:03 Is Monday.com a Screaming Buy?

01:28:25 Jason and Harry Bet $200,000

 

Feb 16, 2026

Sebastian Siemiatkowski is the co-founder and CEO of Klarna, the global digital bank with over 114 million global active users and 3.4 million transactions per day. Seb is one of the leading public company CEOs pushing the boundaries of AI. 

AGENDA:

04:50 — The Real Threat to SaaS is The Switching Cost Coming Down

05:57 — What revenue multiple will software companies trade at in the future?

14:12 — Why you need to build your own customer service AI to win

23:51 — Klarna has two times the customer base of Revolut. They will beat Revolut

25:39 — How I lost a billion dollars not investing in Nubank

30:57 — Why Nubank are more likely to win the US than Revolut?

34:28 — We used to be 6,000 people. Now we are just 3,000

39:58 — When is a high valuation too high and can be dangerous?

42:45 — How we got Sequoia to invest and Michael Moritz to join the board

53:14 — If you are an investor today that is not building then you're at a fundamental disadvantage

01:11:43 — I have changed my mind on the adoption cycle... I think it will take longer than people think

20VC: Is SaaS Dead: Klarna Replaces 1,500 Internal SaaS Products | 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

Feb 14, 2026

Carles Reina is VP of Sales at ElevenLabs, where he was the first investor and fourth employee. Carles has scaled the revenue org from Day 1 to over $330M in just 3 years. Carles is also an active investor with investments in ElevenLabs, Revolut, Happy Robot and more.  

AGENDA:

0:00 How I Turned $20K into $16M with Revolut Angel Investment

10:45 Why I Don’t Believe in Product-Market Fit

15:40 How to do Land and Expand: Turning $12K Deals into Millions

19:40 The 20X Rule: A "Ruthless" Comp Plan for Elite Reps

24:35 Public Shaming? Why Honest Pipeline Reviews Save Companies

28:50 Why Your Sales Reps Should Never Be in the Office

35:45 The Outbound King: How to Pivot from 90% Inbound

45:45 "Vibe Coding" & The Death of Technical Ceilings

55:35 Why I’d Fire Myself: The Secret Psychology of High-Performers

 

 

Feb 12, 2026

AGENDA:

03:43 Anthropic Predicts $149B in ARR in 2029

09:27 Will FDEs Become More or Less Powerful

26:17 Harvey Raises $200M at an $11BN Valuation

42:45 Is Customer Support a Terrible or Terrific Investment Category

56:14 Anthropic’s Superbowl Ad: Who Won and Who Lost

01:11:30 Do CEOs Have to Work Harder Today Than Ever

 

Feb 9, 2026

Anish Acharya is a General Partner at Andreessen Horowitz (a16z), where he leads consumer and fintech investing at Series A. He serves on the boards of standout portfolio companies including Deel, Mosaic, Clutch, Titan, and HappyRobot and has led early bets in companies like Runway and Carbonated. Before a16z, he founded and exited two startups—Snowball (acquired by Credit Karma) and SocialDeck (acquired by Google) and scaled Credit Karma’s U.S. Card business to over 100 million members.

AGENDA:

00:03 - Why building an AI company today requires being in San Francisco

06:58 - The "SaaS Apocalypse" myth: Why "vibe coding" everything is a lie

09:11 - How AI agents are finally breaking the lock-in of legacy software providers

10:13 - Incumbents vs. Startups: Who actually wins the AI distribution war?

14:39 - Why the developer tool market looks more like Cloud than Uber and Lyft

22:43 - The death of the Chatbox? Why browse-based interfaces are still preferable

27:14 - Why power users are 10x more valuable in the age of AI consumption

28:36 - Do margins matter in a world of AI?

34:46 - Why we are definitively not in an AI bubble right now

38:58 - Why the Legal and Customer Support industries will have dozens of winners

39:44 - Lessons from Marc Andreessen: Why the "quality of being right" supersedes process

44:51 - Is "Triple, Triple, Double, Double" dead? The new physics of growth

01:10:41 - The a16z Playbook: How to win 100% of the deals you chase

 

 

Feb 7, 2026

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. 

AGENDA:

0:00 The Truth About Going Public After 11 Years

5:50 Why We Couldn't Wait: The Real Reason for the IPO

8:15 Disrupting the Giants: Amex, Concur, and the $1T Opportunity

11:50 "If We Don't Build This, We're Dead": Seeing ChatGPT Early

18:35 Why Navan Built Their Own Customer Service AI 

23:45 Why Infrastructure is Overrated (and What Actually Matters)

28:55 Vibe Coding: How We Rebuilt Our Product in 6 Hours

34:55 Are Any Public Company CEOs Actually Happy?

38:50 Lessons from Robinhood: Energy, Ethics, and the Stock Price

45:10 The Cost of Success: $1B Mistakes and Parenting Regrets

 

Feb 5, 2026

AGENDA:

00:00 - SpaceX Completes Acquisition of xAI in $1.25 Trillion Merger

08:44 - The Rehabilitation of the IPO and the End of "State Private Forever"

15:53 - The 2026 SaaS Massacre: Public Market Collapse 

31:20 - Next-Gen CRM War: Hubspot Down 50%+ vs Next Gen Heavily Funded

45:30 - Microsoft’s $360 Billion Market Cap Loss and the Shift in AI Narrative

52:45 - Nvidia’s Strategic Retreat: The Dispute Over the $100 Billion OpenAI Investment

01:03:30 - Waymo Raises $16 Billion at a $110 Billion Valuation

01:17:30 - The Launch of OpenClaw and Moltbook: 1.5 Million Agents Join a Social Network

 

 

Feb 2, 2026

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.

AGENDA:

03:11 – Why the Best Investments Always Look "Wrong" at the Start

05:58 – The AI Tsunami: How to Spot Beneficiaries vs. Victims

10:43 – The Death of Incumbents? Why Most AI Predictions Are Wrong

14:12 – Why Chasing Hyper-Growth is a "Disaster Waiting to Happen"

19:41 – The Biggest Mistakes From 2021 and Investing Lessons From It?

25:52 – Is the Future of Venture Boutique or Mega Fund: Does the Middle Die?

32:00 – The Great VC Shakeout: Why 50% of Funds Will Slowly Die

38:52 – Why Oren Zeev Takes $0 in Management Fees

50:48 – Why VCs Should Never Tell Their LPs What They Are Doing?

59:11 – How I Missed Investing in Facebook and Lessons Learned

 

 

 

Jan 31, 2026

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.

AGENDA:

00:00 — The AI Agent Revolution: 93% Automation?

03:55 — Why I’m Buying TWO Super Bowl Ads This Year

08:58 — The $100M Marketing Secret: Brand vs. Performance

13:28 — Why LTV is Bullshit (and What You Should Use Instead)

18:52 — 10x Your Growth: How to Find Tomorrow’s Arbitrage

27:10 — SEO is Dying? Why I’m Increasing My Ad Spend Anyway

31:14 — The TikTok Fail: Why Even Big Brands Can’t Crack It

36:11 — Stop Selling the "Why": Put the Product in the Center

47:57 — Will AI Make You Unemployed? A Warning for Marketers

52:27 — Why Celebrity Endorsements Never Work

 

Jan 29, 2026

AGENDA:

03:36 Brex Acquisition by Capital One for $5.15BN

10:54 Does Brex’s Acquisition Help or Hurt Ramp?

16:28 TikTok Deal Completed: Who Won & Who Lost: Analysis

19:30 Anthropic Inference Costs Higher Than Expected

37:50 Open Evidence Raises at $12BN from Thrive and DST

53:56 Wealthront IPO Disaster: Is $1.5BN IPO Too Small?

01:07:27 Salesforce Wins $5BN Army Contract: The Last Laugh for SaaS

 

Jan 26, 2026

Max Junestrand is the Co-Founder and CEO @ Legora, the legal AI company that has scaled to 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. 

AGENDA:

04:16 Why Does Everyone Think Harvey When They Hear Legal AI?

07:35 Why OpenAI is Toast? Switching to Anthropic!

11:47 24 Months: Which Foundation Models Will Win? 

23:53 Lessons Scaling from Europe into the US

28:53 Do Americans Work As Hard As They Say?

32:20 Why Seat Models Are Not Dead in SaaS?

36:17 How to Use Competition To Drive a Fire in Your Team?

40:59 Is Legal AI a Winner-Take-All Market? How Does It End?

47:18 The Future of Law Firms: Do Juniors Get Fired?

53:19 How We Raised $200M and 3 Rounds with No Deck

57:21 Quickfire Round: Best Advice, Closest Mentor, Biggest Mindset Shift

 

Jan 24, 2026

AGENDA:

00:03:00 – Harry's Wild Start: Making £1.75M at 19 in 36 Hours

00:06:00 – How Harry Got Marc Benioff on 20VC with Cold Emailing Alone

00:07:30 – Raising $70M on WhatsApp – Relationship Building Secrets

00:12:00 – Decision Framework: What Would Pat Grady (Sequoia) Do?

00:15:00 – Chase Your First Million – It Unlocks Everything

00:16:30 – Advice for 19-Year-Olds Today: Niche Down, Interview Leaders, Publish

00:18:00 – University Is a Waste for Most | Leverage Youth & Risk

00:22:30 – How Getting Kicked Out of School Changed Everything

00:30:00 – Why Should Everyone Be Creating Content Today and How to Start

00:35:30 – 7 Lessons from Billionaires

  • 00:36:00 – #1: Never Accept No (The $12M Turnaround Story)

  • 00:37:30 – #2: Beat Down the Door (53 Emails to Marc Benioff)

  • 00:39:00 – #3: Just Start – 99% Never Do

  • 00:40:30 – #4: Use a Role Model Framework for Hard Decisions

  • 00:42:00 – #5: Chasing Money Won't Make You Happy – Enjoy the Art

  • 00:44:00 – #6: Break Big Visions into Achievable Milestones

  • 00:45:30 – #7: Win Over the Partner (Power of Pillow Talk)

 

Jan 22, 2026

AGENDA:

03:30 Can VC Survive With Public Market Prices Today

15:20 The Implosion of Thinking Machines

21:13 Elon Musk vs. OpenAI: The Legal Battle

40:50 Can OpenAI Win Ads?

55:50 ClickHouse’s $15BN Deal: Analysed

58:55 Replit’s $9BN Deal: Analysed

01:08:35 There Are Only Two Types of Deals VCs Want To Do Today

 

 

 

Jan 19, 2026

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. 

AGENDA:

04:10 #1 Thing Every Founder Needs to Do Everyday

05:33 Must Do Daily Routines and Productivity Tips for CEOs

12:45 How to Get Sequoia and a16z Term Sheets

15:06 Why VCs Suck at Helping Companies Hire?

27:01 What No One Understands About Enterprise AI Adoption

38:06 AI's Impact on Professional Services

39:26 Future of Law Firms: Do They Die?

43:38 What Everyone Should Know That No One Tells You About Hiring in Europe

47:08 I Have Massive Trust Issues…

54:17 Biggest Lessons on Effective Deal-Making 

59:20 Cold Emailing OpenAI and It Leading to a Term Sheet

01:02:33 Quick Fire Round

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