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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: 2025
Nov 14, 2025

Carl Rivera is the Chief Design Officer at Shopify, where he previously led both Merchant Services and the Shop App as VP of Product. Before joining Shopify through its acquisition of Tictail, Carl was the co-founder and CEO of Tictail, the “Tumblr for e-commerce,” where he built one of the most beloved design-forward commerce platforms of its era.

AGENDA:

05:05 Biggest Lessons from Selling My Company to Shopify

09:55 Where Does Shopify Suck at Product: Lessons from that?

17:37 What makes Truly Great product Design: The Five Pillars

31:02 The Future of Design in an AI-Driven World

36:00 Do We Skip the Design Phase in AI: Figma's Evolving Role in Design

40:09 Remote Work vs. In-Person Collaboration: Where Remote Loses?

42:43 What Happens to the Vibe Coding Market

47:06 Product Management and Team Dynamics

59:48 Does AI Favour Incumbents or Startups

 

Nov 13, 2025

AGENDA:

04:22 Sequoia's Leadership Transition

09:46 Michael Burry's Big Short on Nvidia and Palantir

17:41 Gamma Raises $100M at a $2BN Valuation

32:34 Does Defensibility Exist Today When Copying is Easy

40:31 Should All Funds Be Way More Diversified

47:12 How to Run a Fundraising Process & What Not To Do

57:57 Datadog Surges 20% and Duolingo Crashes: What Happened

 

 

Nov 10, 2025

Ev Randle is a General Partner @ Benchmark, one of the best funds in venture capital. In their latest fund, they have Mercor ($10BN valuation), Sierra ($10BN valuation), Firework ($4BN valuation), Legora ($2Bn valuation) and Langchain ($1.4Bn valuation). To put this in multiples on invested capital, that is a 60x, two 30x and two 20x. Before Benchmark, Ev was a Partner @ Kleiner Perkins and before Kleiner, Ev was an investor at Founders Fund and Bond. 

AGENDA:

05:25 Biggest Investing Lessons from Peter Thiel, Mary Meeker and Mamoon Hamid

14:36 OpenAI Will Be a $TRN Company & OpenAI or Anthropic: Who Wins Coding?

22:27 Why We Should Not Focus on Margin But Gross Dollar Per Customer

30:25 Why AI Labs are the Biggest Threat to AI App Companies

44:26 Do Benchmark Fire Founders? If so… Truly the Best Partner?

54:38 People, Product, Market: Rank 1-3 and Why?

57:36 Why the Mega Funds Have Just Replaced Tiger

01:04:08 GC, Lightspeed and a16z Cannot Do 5x on Their Funds… 

01:14:09 Single Biggest Threat to Benchmark

 

Nov 7, 2025

Chad Peets is one of the greatest sales leaders and recruiters of the last 25 years. From 2018 to 2023, Chad was a Managing Director at Sutter Hill Ventures. Chad has worked with the world's best CEOs and CROs to build world-class go-to-market organizations. Chad is currently a member of the Board of Directors for Lacework and Luminary Cloud and on the boards of Clumio and Sigma Computing. He previously served as a board member for Astronomer, Transposit, and others. He was an early-stage investor at Snowflake, Sigma, Observe, Lacework, and Clumio.

In Today's Discussion with Chad Peet's We Discuss:

1. You Need a CRO Pre-Product:

  • Why does Chad believe that SaaS companies need a CRO pre-product?

  • Should the founder not be the right person to create the sales playbook?

  • What should the founder look for in their first CRO hire?

  • Does any great CRO really want to go back to an early startup and do it again?

2. What Everyone Gets Wrong in Building Sales Teams:

  • Why are most sales reps not performing?

  • How long does it take for sales teams to ramp? How does this change with PLG and enterprise?

  • What are the benchmarks of good vs great for average sales reps?

  • How do founders and VCs most often hurt their sales teams and performance?

3. How to Build a Hiring Machine:

  • What are the single biggest mistakes people make when hiring sales reps and teams?

  • Are sales people money motivated? How to create comp plans that incentivise and align?

  • Why does Chad believe that any sales rep that does not want to be in the office, is not putting their career and development first?

  • Why is it harder than ever to recruit great sales leaders today?

4. Lessons from Scaling Sales at Snowflake:

  • What are the single biggest lessons of what worked from scaling Snowflake's sales team?

  • What did not work? What would he do differently with the team again?

  • What did Snowflake teach Chad about success and culture and how they interplay together?

 

Nov 6, 2025

AGENDA:

04:27 Navan's IPO: Winners, Losers and 20% Crater

12:55 Harvey Raises $150M at an $8BN Valuation

35:36 Was Sam Altman Wrong to Snap at Brad Gerstner

41:25 Why GOOG is a Buy and Amazon is a Short

47:43 Meta Down 10%, Buy or Sell? 

51:12 If You Have Not Accelerated with AI, You Are Dead

01:05:20 Why Now is the Best Time for Series A and Worst for Seed

 

 

Nov 3, 2025

Joelle Pineau is the Chief AI Officer at Cohere, where she leads research on advancing large language models and practical AI systems. Before joining Cohere, she was VP of AI Research at Meta, where she founded and led Meta AI’s Montreal lab. A professor at McGill University, Joelle is renowned for her pioneering work in reinforcement learning, robotics, and responsible AI development.

AGENDA: 

00:00 Introduction to AI Scaling Laws

03:00 How Meta Shaped How I Think About AI Research

04:36 Challenges in Reinforcement Learning

10:00 Is It Possible to be Capital Efficient in AI

15:52 AI in Enterprise: Efficiency and Adoption

22:15 Security Concerns with AI Agents

28:34 Can Zuck Win By Buying the Galacticos of AI

32:15 The Rising Cost of Data

35:28 Synthetic Data and Model Degradation

37:22 Why AI Coding is Akin to Image Generation in 2015

48:46 If Joelle Was a VC Where Would She Invest?

52:17 Quickfire: Lessons from Zuck, Biggest Mindset Shift

 

Oct 31, 2025

🎧 20VC x Tim Ferriss — Full Episode Timeline

00:00“How Do You Stay True to Yourself When You Have to Perform for the World?”

06:00“Why Tim Ferriss Refused to Go All-In on YouTube”

09:00“You Don’t Need 10 Million Fans—You Need 1,000 True Believers.”

12:00“The Internet Is Not a Relevance Machine—It’s a Sensationalism Machine.”

15:00“Money Fixes Money Problems—And Nothing Else.”

22:30“When Did Tim Ferriss Feel Completely Lost?”

27:00“The Million-Dollar Mistake That Still Haunts Tim Ferriss.”

36:00“Why Tim Ferriss Never Raised a Fund—Even Though He Could Have.”

45:00“The Truth About Uber, Duolingo, and the Power of Relationship Investing.”

54:00“Why Tim Ferriss Stopped Angel Investing at His Peak.”

1:04:00“The Podcast That Changed Everything.”

1:15:00“The Real Cost of Love: Is Efficiency Killing Connection?”

1:31:00“What Tim Ferriss Has Changed His Mind About Most.”

1:36:00“Erections Matter.”

Oct 30, 2025

AGENDA:

05:17 OpenAI's Restructuring: Winners and Losers

17:17 Andreessen Horowitz's Raise $10BN in New Funds

26:38 Mercor Raises $350M at a $10BN Valuation

43:08 Spray and Pray: Does it Work: Data Breakdown

47:04 The Role of Option Checks Venture Capital

48:36 The Three Ways to Win in VC Today

54:26 Why IRR is a BS Metric and What Matters More

01:08:47 Amazon's Struggles: How Do They Return to Greatness in AI

 

 

Oct 27, 2025

David Cahn is a Partner at Sequoia Capital and one of the world’s leading AI investors. At Sequoia David has led investments in Clay, Juicebox, Sesame, Kela, Stark, etc.. Before Sequoia, David was a General Partner @ Coatue where he led investments in Notion and Hugging Face. 

AGENDA: 

00:00 We Are in an AI Bubble

05:04 Why Building Physical Data Centres is a Moat

13:58 Winners and Losers in a World of AI

19:13 The Role of Big Tech and Monopolies

23:37 Breaking Down Circular Deals in AI: The Truth No One Sees?

38:19 Why Kingmaking is BS and VCs Do Not Make or Break Companies

41:30 The Importance of Margins in AI Investments

43:41 The Required Growth Rates in AI to Get Funded by Sequoia

45:30 The $0-$100M Revenue Club: Is Triple, Triple, Double, Double Dead? 

51:53 Why the Most Important Hire for Startups Today is 23 Year Olds

01:01:19 The Future of Defence: Who Wins and Who Loses

01:10:15 Quickfire: Biggest Miss, Parenting Advice, Doug Leone Advice

 

Oct 24, 2025

Sandy Diao is one of the most exceptional growth leaders of the last decade. Sandy has scaled products to over 200M+ users and led growth teams at Descript, Meta and Pinterest. She is also a prolific writer all on things growth here. 

AGENDA: 

03:59 Biggest Growth Lessons from Pinterest

08:01 What is a Good vs a Bad Growth Hypothesis

11:11 Common Mistakes in Growth Strategies

14:57 Channel Fit: When You Have It & What To Do

25:43 Return on Ad Spend (ROAS) 101: How to Build a Paid Marketing Machine

30:08 How to Do SEO and Long-Term Growth Investments

33:22 Doubling Down on Successful Channels

36:31 The Unchanging Foundations of SEO

37:52 Generative AI Engines vs. Traditional Search Engines

41:12 Paid Marketing Channels: What's Overrated?

43:42 The Rise of User-Generated Content (UGC)

46:34 TikTok Ads: Expectations vs. Reality

49:55 Brand Marketing: What is Real vs What is BS?

53:33 The Importance of Feature Launches

01:01:50 Hiring for Growth: When and Who?

01:08:55 Quick Fire Round: Onboarding, Notifications, and Growth Channels

 

 

Oct 23, 2025

AGENDA:

04:50 Benchmark's New Partner: Everett Randall

10:19 Revolut Raises $3BN at a $75BN Valuation: Another Loss for Public Markets?

28:39 Why Today is as Bad as the Hype of COVID in 2021

32:10 Why Vertical SaaS is a Bad VC Investment Today

36:14 Why Everyone Investing in Legal SaaS Will Lose Money

44:16 Why King Making is More Real Than Ever

55:23 Why Your Smallest Customers Need to Pay $10K Minimum

01:01:37 Why VC is a S*** Asset Class

01:09:29 Why Today is Harder Than It Has Ever Been in VC

01:25:18 Closing Thoughts and Reflections

 

Oct 22, 2025

Alex Bouaziz is the Co-Founder and CEO @ Deel, the $17BN global payroll juggernaut that just last week announced their latest $300M fundraise led by Ribbit, a16z and Coatue. Deel has been on the most insane journey, they do $1BN+ in ARR, they just had their first $100M revenue month and they have been profitable for over 3 years. 

AGENDA:

03:38 Announcing $300M Fundraise at a $17BN Valuation

06:24 Rippling vs Deel: WTF is Going On? Where is the Lawsuit? 

14:01 Why 1-1s Are BS and Leaders Should Stop Doing Them

17:31 Do Rich Leaders Make Better Leaders

28:33 Biggest Lesson from Ben Horowitz? Why Most CMOs Are Bad?

34:48 Lessons from Nik @ Revolut and Why Companies Need to Make Their Own Software

42:23 Deel’s Acquisition Playbook: Lessons from 13 Acquisitions

45:17 How to Price Acquisitions? How to Align Incentives with Founders?

55:45 Deel is Profitable and Growing Fast: When is the IPO?

01:01:35 Best Acquisition Ever + Worst Ever: What Did We Learn?

 

Oct 17, 2025

Zach Lloyd is the Founder and CEO of Warp, the next-generation developer terminal reinventing how engineers build and collaborate. Warp has raised over $70M from top-tier investors including Sequoia Capital, GV, Dylan Field, and Elad Gil. Before founding Warp, Zach was Principal Engineer at Google, where he led development of Google Docs, and later served as CTO at Time. He’s one of the most respected engineering minds redefining the future of developer tools.

AGENDA: 

04:14 Biggest Product Lessons from Rewriting Google Sheets

07:10 Why I Would Short Google: Leadership and AI Strategy

09:55 Comparing AI Models: GPT, Claude, and Gemini: Who Wins and Loses

17:04 Do Margins Matter in AI?

24:57 Adding $1M in ARR Every Week: Is Triple, Triple, Double, Double Dead?

33:58 How to Build Defensibility in a World of AI?

43:05 OpenAI vs Anthropic: Who Wins and Why?

44:25 Biggest Fundraising Lessons Raising from Sequoia, Elad Gil and GV

50:56 Why Sequoia are the Best VC

53:51 What Every Founder Gets Wrong in Fundraising

01:01:30 Quick Fire Questions and Final Thoughts

 

Oct 16, 2025

AGENDA:

03:44 Rory Is So Old He Worked with Arthur Rock!!!

07:28 Goldman Sachs Acquires Industry Ventures for $665M

16:37 Thinking Machines Co-Founder Raises $2BN and Then Leaves for Meta

29:36 SoftBank Goes for $5BN Leverage Against ARM Stock To Buy More OpenAI

39:35 More Data Centres Than Offices: Are We In a Bubble

43:28 Where is the Alpha in Venture in 2025

51:48 What 90% of Managers Get Wrong About Portfolio Management

 

 

 

Oct 13, 2025

Mike Cannon-Brookes is the Co-Founder and Co-CEO of Atlassian, the $50BN software giant behind products like Jira, Confluence, and Trello. Since founding the company in 2002, he has scaled it to over 300,000 customers globally, generating more than $5BN in annual revenue. Atlassian now employs over 10,000 people across 13 countries and is one of the most successful bootstrapped-to-IPO stories in tech history. Mike is also a leading climate investor and co-owner of several major sports teams.

AGENDA: 

00:00 Why Unreasonable Men Win in Startups

07:22 How to Make Co-CEOs Work 

13:22 Are We in an AI Bubble? Is Everything Overvalued?

26:46 The Future of Software Development: More or Less Devs

32:53 Do Margins Matter in a World of AI

34:02 The Future of Vibe Coding…

36:35 Does Defensibility Exist in a World of AI

42:09 Is Per Seat Pricing Dead in a World of AI

49:01 The Founder Journey and Leadership

54:28 Quick Fire Round: Parenting Advice, Relationship to Money

 

Oct 10, 2025

Chris Degnan is the former Chief Revenue Officer at Snowflake, where he was instrumental in scaling the company from less than $1M in ARR to over $3B in annual revenue. He joined as the first sales hires and built Snowflake’s go-to-market engine from scratch, growing the team from to more than 6,000 globally. Under his leadership, Snowflake became one of the fastest-growing enterprise software companies in history, achieving a record-breaking IPO in 2020.

AGENDA:

04:34 How to Build a Sales Team from Scratch
07:49 How to Hire and Evaluate Sales Leaders
15:23 Four Big Lessons Scaling Snowflake to $3BN ARR
31:30 Comparing Snowflake and Databricks: What Databricks Did Better?
35:26 How to Manage Sales Team Morale in Competitive Markets
43:53 Why Customer Success is BS and What To Do With It
48:31 How Every Sales Leader Needs to Change in An AI World
49:37 Biggest Reflections on Sales Leadership
54:38 Quick Fire Questions and Final Thoughts
 
20Sales: Scaling Snowflake from $0-$3BN in ARR | Snowflake vs Databricks: My Biggest Lessons | Why Customer Success is BS and What Replaces It with Chris Chris Degnan
Oct 9, 2025

AGENDA: 

03:29 OpenAI and AMD's Major Partnership

07:35 Microsoft Have F***** Up the OpenAI Partnership 

17:08 OpenAI's Developer Day Announcements

20:45 Why VC is the Most Forgiving Asset Class on Price and Valuation

29:10 What Does it Take to IPO in 2025: Why Snyk Will Not IPO

42:30 Four Strategies Companies Need to Take to Own Their Own Destiny

49:31 Vercel Raises $300M at $9BN: Suicide Round or Strategic

55:39 Does King Making Really Work in Venture Capital: Legora vs Harvey

01:08:11 Chamath Raises Latest SPAC: SPACs are Back

01:10:56 Polymarket Raises $2BN at a $9BN Valuation

01:14:53 Quick Fire Questions and Wrap-Up

 

Oct 6, 2025

Andrew Feldman is Co-Founder & CEO of Cerebras, building the world's fastest AI inference and training. Cerebras recently closed a $1.1BN Series G round at an $8.1 billion valuation, backed by top names including Fidelity, Atreides, Tiger Global, Valor Equity and 1789 Capital. Under his leadership, they’ve leapfrogged GPU limits in inference, operate at trillions of tokens per month, and are filing to go public soon.

AGENDA:

02:43 Why We Did Not IPO and Raised $1BN From Fidelity

05:03 Analysis of Chip and Compute Landscape Today

07:14 NVIDIA Showing Signs They Are Running Out of Ideas

13:57 The Real Questions to Ask on Chip Depreciation

24:54 Energy Requirements for AI: Is it Feasible?

29:25 Mag7 Value Concentration: Feature or a Bug

31:57 Talent is the Bottleneck and Trump Makes it Worse

32:55 The War for Talent: Secrets No One Sees

34:22 Evaluating the Data Centre Economy: Many Will Lose Money

38:01 Three Changes the US Could Make to Beat China in AI

42:30 Why 80% of our Revenues are in the UAE

47:26 Quick Fire Questions

58:59 Why Work Life Balance is Total BS

 

Oct 3, 2025

Ketty Slonimsky is Chief Growth Officer at Palta, the platform behind apps like Flo (the #1 female health app with 77M+ MAU), Simple, and Zing AI, where she leads a centralized growth function across the portfolio. She was previously first VP Product & Growth at HeliosX (£900M+ ARR, bootstrapped D2C healthtech), has advised companies like SonderMind, Runna, Guardio, Cheddar, P&G Digital Ventures, and is a board advisor at HeliosX.

AGENDA:

02:33 What is Growth and When to Hire For It

06:04 Three Profiles of Successful Growth Leaders

10:07 Challenges and Learnings from Failed Ventures

21:17 How to Optimise User Onboarding for Growth

26:14 Biggest Lessons on Retention 

30:25 How to Artificially Create Organic Growth and Community Building

32:10 Why LTV Models are BS

37:35 How to Use Influencers to Grow Insanely Fast

47:07 The Metrics that Matter in Growth

49:48 Push Notifications and Engagement: What To Do vs What Not to Do?

51:57 Quick Fire Round

 

Oct 2, 2025

AGENDA:

03:58 Understanding Burn Multiples and Capital Efficiency in an AI World

11:54 What Metrics Founders Need to Focus on in a World of AI

19:31 The Role of Kingmakers in Venture Capital: Harvey, Abridge, Profound

33:42 Klarna, Figma, Stubhub, all Down: Are Public Markets Turning?

36:35 OpenAI Needs the Same Energy as Japan… WTF!

41:09 How Can We Fund the $1TRN Sam Altman Needs for Energy

52:39 FiveTran and DBT: Is the Wave of Consolidation About to Begin?

59:44 Does Private Equity Need to Change in a World of AI

01:06:23 Political Expression and Corporate Responsibility

 

 

Sep 29, 2025

Jonathan Ross is the Founder & CEO of Groq, the AI chip company redefining inference at scale. Under his leadership, Groq has raised over $3B from top investors. The company has reached a valuation of nearly $7B, positioning itself as one of NVIDIA’s most formidable challengers. Previously at Google, Jonathan led the team that built the first Tensor Processing Unit (TPU), making him one of the leading architects of modern AI hardware.

AGENDA:

00:00 The Future of AI and Compute

05:07 Why the Hyperscalers Have to Keep Spending Recklessly on AI

12:49 Why OpenAI and Anthropic Will Have to Build Their Own Chips

19:47 OpenAI and Anthropic Will be $5BN Companies: The Bull Case

29:50 Why China is Behind the US in AI and Deepseek is More Expensive to Run

33:55 How Europe Could Compete in AI and Why the US is More Risk Averse Than Europe

42:51 Why AI Will Lead to Too Many Not Too Few Jobs

43:19 Deflationary Pressures and New Job Markets

45:51 The Future of Vibe Coding

47:14 Why AI Companies Should Strive to Have Low Margins

49:31 Why We Have to Have Nuclear Energy and How to Bring it Back

56:55 How Permits are Ruining the Potential of AI

01:03:58 Why OpenAI and Anthropic are so Undervalued

01:16:53 Quickfire: Biggest Fear, Nvidia: $10TRN, Zuck Buying AI: Work or Not

 

Sep 26, 2025

James Gibson is Head of Revolut Business. Under his leadership, Revolut Business now processes over $33 billion in monthly transaction volume and generates more than $1BN in annualised revenue. 

AGENDA: 

04:10 Is Consulting the Worst Background for Aspiring PMs

07:09 How Revolut Hires for it’s Product Team

17:21 How Revolut Sets Goals: What Works, What Does Not

19:37 How Revolut Structures Their Product Teams

22:13 How Revolut Structures Product Review Sessions 

27:23 New Bets Process at Revolut

29:11 How Revolut Balances Super Users and General Customers

36:55 How Revolut Drives Product Velocity and Efficiency

39:26 Future of Product with AI

44:56 Quick Fire Questions and Reflections

 

Sep 25, 2025

AGENDA:

00:00 Why I am 100% Equities and 0% Cash

04:35 Nvidia's Massive $100BN Investment in OpenAI

08:39 Is Anthropic Negatively Positioned by OpenAI Gaining NVIDIA Investment

27:30 Is Triple, Triple, Double, Double Dead

44:00 Navan Files to Go Public at $8BN

49:31 Lockup Periods and Liquidity

50:35 Impact of H-1B Visa Changes on Startups

01:02:42: Notion Hits $500M ARR Re-Accelerating

01:09:42 Why Founder Friendly is Total BS Today

 

Sep 22, 2025

Hemant Taneja is the CEO and leader of General Catalyst, the firm he has scaled over the last decade into one of the largest with over $40BN in AUM. He has been one of the most influential investors of the past two decades, leading early bets in Stripe, Snap, Gusto, Samsara, Grammarly, and Canva. He also played a pivotal role in Livongo’s $18.5B merger with Teladoc, one of the largest digital health deals in history.

AGENDA: 

00:00 Introduction 

03:37 Is Hemant a CEO or an Investor?

05:42 With $40BN AUM Is General Catalyst Still a VC Firm?

12:11 Has Trump Done More to Hurt or Help the US?

13:25 No One is Talking About the True Impact of AI on Jobs

21:30 Is Hemant Concerned by the Concentration of Value in MAG 7? 

27:30 Has Trump Done More to Hurt or Help the US?

30:27 GC’s Anthropic Investment: Upside from a $60BN Price 

37:06 Do Margins Matter in a World of AI

45:23 Does Revenue Growth Matter in a World of AI 

49:39 Why it is BS to Turn Down a Company Based on Price

56:06 We Have Invested $5BN Into Stripe Over 14 Rounds

01:00:02 VC is About To Be Flooded with Retail Investment: What Does It Mean for VC

01:08:51 “What I Learned Losing the Series A of Snap, Stripe, Samsara”

01:11:25 Future of Venture Capital: Walmart vs Chanel

 

 

Sep 19, 2025

Jesse Zhang is the Co-Founder and CEO @ Decagon, the conversational AI platform for customer experience. As one of the fastest growing companies in the valley, they have raised over $230M at a last round price of $1.5BN. Prior to Decagon, Jesse founded Lowkey (acquired by Niantic), studied CS at Harvard, and worked at places like Google, HRT, Citadel, and Intel.

AGENDA:

00:00 Introduction and Sponsor Messages

03:43 Olympiad Mathematician to Startup Founder

05:34 Selling to Niantic and What I Did Differently the Second Time

07:16 Why 90% of Founders Build Companies the Wrong Way

12:19 Scaling to $50M ARR in 15 Months

31:31 Is the AI Talent War Out of Hand: How To Compete with Meta Pay Packets

32:38 Why Remote Work is Total BS

34:06 Competitors in AI Customer Experience: Sierra, Intercom and more

37:34 AI Market Predictions

44:56 Embracing Stress and Winning Culture

50:13 Quick Fire Questions: Most Underrated AI Founder, Biggest Changed Opinion

 

 

 

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