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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: Category: Investing
Dec 5, 2025

Bending Spoons is the acquisition machine of the tech world. They have acquired the likes of Evernote, Vimeo, Eventbrite, Streamyard and more. However, they never open their gates to the secrets behind Evernote’s product machine. Today that changes with Federico Simionato joining 20Product. Fede has been a Product Lead at Bending Spoons for 8 years where he has led product teams at Evernote, WeTransfer and more.  

AGENDA:

03:02 From Dentist Games to $11BN Bending Spoons

04:54 Advice for Aspiring Product Managers

05:38 Building a Coveted Brand at Bending Spoons

07:43 Evaluating and Testing New Product Ideas

13:35 How Evernote has Mastered User Retention

25:24 The Impact of AI on Product Design and Prototyping

31:19 How Bending Spoons Does Product Launches and Lessons Learned

33:27 How Every Product Team Should Do Monthly Updates to Users

36:38 Recording and Transparency in Updates

38:06 Lessons from Failed Product Launches

45:14 Structuring Teams and Acquisitions

47:12 Monetization Strategies and Push Notifications

57:21 Quick Fire Round: Insights and Reflections

 

Dec 4, 2025

AGENDA:

04:20 Thrive and OpenAI Partnership 

07:14 Databricks Raising $5BN at $134BN Valuation: Cheap or Not?

17:39 Eventbrite Acquired by Bending Spoons for $500M

21:39 Pagerduty’s $1BN Market Cap, Just 2x Revenue

26:59 The TAM Trap: Why SaaS Is Like Japan

37:42 Lessons from Companies Hitting $100M ARR

44:57 The Future of Labour Markets is F******

52:10 The Importance of Compounding in Investments

56:45 The Relevance Game in Venture Capital

01:05:01 Supabase at $5BN or Lovable at $6BN: Which One?

 

Dec 1, 2025

Jonathan Siddharth is Founder and CEO of Turing, one of the fastest-growing AI companies advancing frontier models. Jonathan has led the company to an astonishing $300M ARR with just $225M raised and a profitable company. A Stanford-trained AI scientist, Jonathan previously helped pioneer natural language search at Powerset, which was acquired by Microsoft.

AGENDA:

03:35 Data, Compute, Algorithms: What is Most Abundant? What is Lacking Most?

09:18 What Does No One Know About AI’s Data Requirements That Everyone Should?

17:05 The Biggest Challenges Enterprises Have with AI Adoption

20:38 Why Will 99% of Knowledge Work Will be Gone in 10 Years

27:12 How Will Data-Driven Feedback Loops Replace Technology as the Moat

36:08 Who Wins the Data Labelling Market? Who Loses?

38:23 Is Revenue BS in Data Labelling? Are Players Calling GMV Revenue? 

45:20 Why is SaaS Dead in a World of AI?

51:23 Will the Phone be the Primary User Interface to an AI World?

57:07 Quickfire Round

 

 

Nov 28, 2025

John McMahon is widely regarded as one of the greatest enterprise-software sales leaders of all time. He’s the only person to have served as Chief Revenue Officer at five public software companies: PTC, GeoTel, Ariba, BladeLogic and BMC Software. He helped scale BladeLogic from a startup into a public company — ultimately leading to its ~$880M sale to BMC — and drove GeoTel into a multi-billion dollar acquisition. Today he sits on the boards of top names such as Snowflake and MongoDB, while also mentoring and influencing a who’s-who of modern SaaS sales leaders.

AGENDA:

03:33 The Art and Science of Sales: Insights from a Veteran

04:29 Adapting Sales Strategies in the Age of AI and PLG

07:47 The Ultimate Framework to do Deal Qualification

14:13 How to Drive Urgency and Maintain Sales Process

20:06 How to Hire the Best Sales Reps

25:11 Step-by-Step Guide to Training Sales Reps

45:22 The Mindset of the Best Sales Reps

54:55 Single Most Important Skill to Win in Sales

 

Nov 27, 2025

AGENDA:

04:06 Anthropic's $30BN Investment from Microsoft and NVIDIA

07:01 Google vs. OpenAI: Sam Altman’s “War Mode” Memo

15:27 NVIDIA’s Customer Concentration: Bull or Bear

22:12 Is “War Mode” BS: Does Hyper-Aggressive Ever Work?

36:12 Sierra Hits $100M ARR: Justify $10BN Price?

46:14 Implementation is the Biggest Barrier to Enterprise AI Growth

01:04:04 Is LLM Search Optimisation (GEO) Selling Snake Oil? What AI is a Fraud vs Real?

01:14:27 Figma Market Cap: Is the IPO Market F****** for 2026

 

 

Nov 24, 2025

Maor Shlomo is the Founder and CEO of Base44, the AI building platform that Maor built from idea to $80M acquisition by Wix, in just 8 months. Today the company serves millions of users and will hit $50M ARR by the end of the year. Before Base44, Maor was the Co-Founder and CTO of Explorium.

AGENDA:

00:05 – 00:10: How Vibe Coding is Going to Kill Salesforce and SaaS

00:13 – 00:15: Do Vibe Coding platforms have any defensibility?

00:22 – 00:24: I am not worried about Replit and Lovable, I am worried about Google…

00:28 – 00:29: Margins do not matter, the price of the models will go to zero

00:31 – 00:32: Speed to copy has never been lower; has the technical moat been eroded?

00:47 – 00:48: How does Base44 beat Cursor?

00:56 – 00:57: Do not pay attention to competition: focus on your business

00:57 – 00:58: How Base44 is helped, not hurt by not being in Silicon Valley?

00:58 – 00:59: What percent of code will be written by AI in 12 months?

01:01 – 01:02: OpenAI or Anthropic: Why Maor is Long Anthropic?

01:03 – 01:04: If I could have any board member in the world it would be Jack Dorsey

 

 

 

Nov 21, 2025

Max Altman is Co‑Founder & Managing Partner at Saga Ventures, a US$125 M early‑stage fund.  Before Saga Max was an investor with Apollo Projects, Hydrazine Capital and Altman Capital (where he helped deploy over US$500 M) into breakout names such as Rippling and Reddit.

AGENDA:

03:55 – Venture Capital Is FULL of Tourists With Single-Digit IQs

06:20 – Inside the Madness of Parker Conrad: Genius, Chaos, and WTF Emails

10:35 – The Rippling Deal That Changed Everything

12:40 – Living in Sam Altman’s Shadow: The Confession

17:30 – $200M Fund Mistakes: Max’s Brutal Lessons From Hydrazine

22:05 – The $2B Reddit Return… and the $2B Left on the Table

25:00 – Why Climate Tech Is a Total VC Mirage

28:40 – The New Seed War: Can Anyone Survive Sequoia & Andreessen?

46:55 – Max’s Boldest Predictions

 

Nov 20, 2025

AGENDA:

04:47 Cursor Raises $2.3BN at $29BN Valuation

11:36 What Gemini 3 Means for Lovable, Cursor and Replit

30:54 Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting?

48:54 Oracle Credit Default Swaps: The Risk is Increasing

01:07:22 Stripe Does Tender at All-Time High: Why the Best Companies Will Never IPO

01:19:18 Why Retail WIll Cause a Surge of Capital into VC Funds

 

Nov 17, 2025

Dr. Andrew Ng is a globally recognized leader in AI. He is Founder of DeepLearning.AI, Executive Chairman of LandingAI, General Partner at AI Fund, Chairman and Co-Founder of Coursera. As a pioneer in machine learning Andrew has authored or co-authored over 200 research papers in machine learning, robotics and related fields. In 2023, he was named to the Time100 AI list of the most influential AI persons in the world.

Agenda:

03:19 What are the Biggest Bottlenecks in AI Today? 

08:51 How LLMs Can Be Used as a Geopolitical Weapon

15:48 Should AI Talent Really Be Paid Billions?

29:07 Why is the Application Layer the Most Exciting Layer?

36:22 Do Margins Matter in a World of AI?

38:02 Is Defensibility Dead in a World of AI?

45:29 Will AI Deliver Masa Son’s Predictions of 5% GDP Growth?

49:39 Are We in an AI Bubble?

57:31 Will Human Labour Budgets Shift to AI Spend?

 

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
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