The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch – Details, episodes & analysis

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

Harry Stebbings

Business

News

Frequency: 1 episode/3d. Total Eps: 1497

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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20VC: $3.5BN - The Price Zuck Paid for Thinking Machines Co-Founder | Goldman Sachs Acquires Industry Ventures for $665M | Softbank Borrows $5BN Against ARM Holding to Invest More Into OpenAI

Thursday, October 16, 2025 • Duration 01:19:54

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

Read moreCollapse

20VC: General Catalyst CEO Hemant Taneja on The Future of Venture Capital: Chanel vs Walmart | Lessons Scaling GC to $40BN in AUM | Investing $5BN+ Into Stripe Over 14 Rounds | Investing Hundreds of Millions into Anthropic at $60BN Valuation

Monday, September 22, 2025 • Duration 01:27:19

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

20VC: NVIDIA vs Groq: The Future of Training vs Inference | Meta, Google, and Microsoft's Data Center Investments: Who Wins | Data, Compute, Models: The Core Bottlenecks in AI & Where Value Will Distribute with Jonathan Ross, Founder @ Groq

Monday, February 17, 2025 • Duration 01:20:48

Jonathan Ross is the Founder & CEO of Groq, the creator of the world's first Language Processing Unit (LPUTM). Prior to Groq, Jonathan began what became Google's Tensor Processing Unit (TPU) as a 20% project where he designed and implemented the core elements of the first-generation TPU chip. Jonathan next joined Google X's Rapid Eval Team, the initial stage of the famed "Moonshots Factory", where he devised and incubated new Bets (Units) for Google's parent company, Alphabet.

In Today's Episode We Discuss:

04:20 Interview with Jonathan Ross Begins

04:59 Scaling Laws and AI Model Training

06:22 Synthetic Data and Model Efficiency

12:01 Inference vs. Training Costs: Why NVIDIA Loses Inference

17:06 The Future of AI Inference: Efficiency and Cost

18:15 Chip Supply and Scaling Concerns

20:57 Energy Efficiency in AI Computation

25:40 Why Most Dollars Into Datacenters Will Be Lost

31:05 Meta, Google, and Microsoft's Data Center Investments

41:11 Distribution of Value in the AI Economy

42:10 Stages of Startup Success

43:17 The AI Investment Bubble

45:00 The Keynesian Beauty Contest in VC

48:40 NVIDIA's Role in the AI Ecosystem

53:39 China's AI Strategy and Global Implications

57:51 Europe's Potential in the AI Revolution

01:10:14 Future Predictions and AI's Impact on Society

20VC: Why It Is BS That You Never Regret Paying A High Price To Get Into A Good Company, Why There Are Only 2 Price Points That Work in SaaS and Why eSports Will Be Bigger Than Traditional Sports in 5 Years Time with Jason Pressman @ Shasta Ventures

Wednesday, July 19, 2017 • Duration 26:25

Jason Pressman is a Managing Director @ Shasta Ventures who have made investments in the likes of Nest, Dollar Shave Club, Smule, Class Dojo and more. With 10 portfolio company investments under his belt, Jason invests in both enterprise and consumer, currently serving on the boards of Crittercism, subscription billing unicorn Zuora, as well as Nextdoor and mobile music platform Smule. Prior to joining Shasta, Jason was Vice President, Strategy and Operations at venture-backed Walmart.com, where he took the online retailer from zero to large scale revenue in five years.

In Today's Episode You Will Learn:

1.) How Jason made his way into the world of venture from Walmart? What were the big takeaways from seeing Walmart enter their hyper-growth phase?

2.) Why does Jason believe it is bullshit to say, "you never regret paying a high price for getting into a good company"? How does Jason evaluate entry point? What makes one entry point attractive and another not?

3.) What does Jason see as the catalysts for the opening of public markets to tech companies? How long does he think this will continue? Is he concerned by the likes of Yext, IPOing with less than aggressive growth rates?

4.) Why does Jason believe there are only 2 price points that work in SaaS? What are they? How does this affect the structure and operations of your SaaS startup? What are the circumstances in which these price points do not apply?

5.) Why does Jason believe that eSports will be bigger than the NBA in 5 years? What are the catalysts driving this change? What needs to be formulated within eSports for this to happen?

Items Mentioned In Today's Show:

Jason's Fave Book: First, Break All The Rules

20VC: VC of The Year: Forerunner's Kirsten Green on 2 $Bn+ Exits in 1 Year, Why We Are In The Very Early Innings For Commerce & How Brand Has Fundamentally Changed Over The Last Decade

Monday, July 17, 2017 • Duration 28:27

Kirsten Green is the Founding General Partner @ Forerunner Ventures, where she has raised over $250M from leading investors and has invested in more than 40 early-stage companies. Forerunner Ventures is the only VC firm to invest in both Dollar Shave Club and Jet.com, two of the biggest and highest-profile e-commerce exits in recent years, and counts Birchbox, Bonobos, Glossier, Hotel Tonight, Warby Parker and Zola among its portfolio companies. She's been honored in Time's 100 Most Influential People in 2017, named VC of the Year at TechCrunch's 2017 Crunchies Awards, and is part of Forbes 2017 Midas List.

In Today's Episode You Will Learn:

1.) How Kirsten came to found one of the most successful early stage funds of the past decade in Forerunner?

2.) Question from Michael Kim @ Cendana: How does Kirsten view the optimal portfolio construction theory for a thematically specialized consumer fund? What is the one question Kirsten asks herself pre-investing in a startup?

3.) Question from David Pakman @ Venrock: Given the scope of consumer as a space, is Forerunner large enough to attain the required ownership levels? What does this mean for the future of Forerunner in terms of further funds, opportunity funds and entry points?

4.) What are the 3 core principles to developing an exciting investment opportunity in the consumer space? What commonalities do they have? What do you look for in a consumer brand founder that might be different from a software founder?

5.) Why does Kirsten believe that Amazon has done more to make the market opportunity than they have to crush it? What makes Kirsten believe we really are in the early innings for commerce? How will we see the notion of brand evolve over the coming years?

Items Mentioned In Today's Show:

20VC: Max Levchin on What Makes A Truly Great CEO, Why Self-Awareness Is The Most Important Trait For Entrepreneurs & Why When There Is Doubt There Is No Doubt

Friday, July 14, 2017 • Duration 22:46

Max Levchin is the Founder & CEO @ Affirm, the company that aims to remake consumer finance from the ground up. They have backing from some of the best in the business with over $400m in VC funding from the likes of Founders Fund, Lightspeed, Andreesen Horowitz, Khosla Ventures and Spark Capital just to name a few. Prior to Affirm, Max held numerous exec positions including Chairman of Yelp for 11 years and sitting on the board of directors @ Yahoo. Before that, Max founded Slide, subsequently bought by Google and was the Co-Founder & CTO @ Paypal.

In Today's Episode You Will Learn:

1.) How did Max come to co-found Paypal and how did that serve as the foundations for his founding of Affirm today?

2.) Why does Max believe there is a crucial misalignment between service providers and consumers in financial services? Does Max agree with Bill Clerico that 'we are still in the very early days for Fintech?'

3.) Having co-founded Paypal, Slide and now Affirm, how has Max changed as a leader and CEO? What does Max believe makes the truly great CEOs? Are there commonalities in how they operate and their skills?

4.) What does Max look for in all new hires or when evaluating founders for potential investment? Why is self-awareness so important for entrepreneurs to have? Why does Max want to be slightly terrified by how smart an individual is?

5.) How has having Children changed Max's perception of what is important and what he chooses to spend his time on? How does that reflect in his actions and self-discipline?

Items Mentioned In Today's Show:

Max's Fave Book: The Master and Margarita by Mikhail Bulgakov

As always you can follow Harry, and on Twitter here!

20VC: The Blurring of Early & Late Stage, Why Your Go To Market Strategy Is More Important Now Than Ever & Why Venture Is The Academia Of Tech with Roseanne Wincek @ IVP

Wednesday, July 12, 2017 • Duration 29:35

Roseanne Wincek is an investor with IVP, one of the leaders in growth financing with a portfolio including the likes of Snap, AppDynamics, SuperCell and Slack. At IVP, Roseanne focuses on investing in later-stage, high-growth consumer and enterprise companies, currently serving as a Board Observer for MasterClass and actively working with IVP's investments in Compass, Glossier, and Qubole. Prior to IVP, Roseanne was a Principal with Canaan Partners where she completed transactions for Beckon, Metacloud, and Stayful, just to name a few. Prior to VC, Roseanne was a co-founder @ imthemusic working to built music apps on the early Facebook platform.

In Today's Episode You Will Learn:

1.) How Roseanne made her way from science labs to startups and one of the valleys leading growth stage funds?

2.) Question from Maha Ibrahim @ Canaan Partners: How has the transition been from early to late stage? How do the industries differ in terms of startup visibility? Assessing the "what could be"? Allocation to reserve funding? Expected hold period?

3.)Why does Roseanne believe we are seeing a blurring of the lines between early and late stage? What is the effect for late stage of earlier stage funds having opportunity funds? What is the effect for early stage funds to see growth funds investing earlier??

4.) Why does Roseanne believe go to market strategy is now more important than ever? How serious does Roseanne believe the incumbency with regards to distribution channels is? Does this mean startups have to develop proprietary organic distribution channels?

5.) How does Roseanne view competition within the financing market? Question from Jenny Lefcourt @ Freestyle: How has Roseanne consistently gotten into some of the hottest most competitive deals?

Items Mentioned In Today's Show:

20VC: Benchmark's Mitch Lasky on The Snapchat Journey From Series A to IPO, Why Small Is Beautiful In Venture Partnerships & Why Venture Is Very Much Like Hollywood

Monday, July 10, 2017 • Duration 24:38

Mitch Lasky is a General Partner @ Benchmark, one of the world's leading VC funds with a portfolio including the likes of Twitter, Uber, Snapchat, eBay, WeWork, Yelp and many more revolutionary companies of the last decade. As for Mitch himself, Mitch has made investments or is on the boards of Snapchat, Riot Games, Discord, Outpost Games and Cyanogen, just to name a few. Prior to Benchmark, Mitch was CEO @ JAMDAT Mobile where he led the mobile gaming company from a 10 employee startup to a 700 employee global business leading their IPO on the NASDAQ in 2004 and later negotiating their sales to Electronic Arts for $680m.

In Today's Episode You Will Learn:

1.) How Mitch made his way from leading a 700 person gaming company to IPO to being General Partner with Benchmark?

2.) What does the investment decision-making process look like at Benchmark? Why does Mitch believe small is beautiful when it comes to VC teams? What is it that makes the Benchmark partnership the very special partnership it is?

3.) What makes Mitch say that "venture is very much like Hollywood? What does he mean by this? How does he apply this to talent evaluation? The hits-driven nature of the business?

4.) Why does Mitch struggle when analysing the future for VR? What is it about the current crop of innovation around VR that makes Mitch nervous? Where does Mitch see potential within the realms of VR & AR?

5.) How does Mitch view the continued rise of eSports? Does he believe that the industry will ever be as large as the traditional sports industry? What aspects of the industry does Mitch think is highly investable or not investable?

Items Mentioned In Today's Show:

Mitch's Fave Book: The Genius of System

20VC: Why Radical Candor Is Crucial in Workplaces, Why 85% of Work Relationship Mistakes Happen and Why You Should Not Try and Be More Likeable with Kim Scott, Co-Founder @ Candor Inc

Friday, July 7, 2017 • Duration 28:24

Kim Scott is the Co-Founder @ Candor, the startup that allows you to become a better leader. Prior to founding Candor, Kim was a CEO coach at Dropbox, Qualtrics, Twitter and several other Silicon Valley companies. She was a member of the faculty at Apple University, developing the course "Managing at Apple," and before that spent 5 years at Google on AdSense, YouTube, and Doubleclick Online Sales and Operations at Google. Previously, Kim was the co-founder and CEO of Juice Software, a collaboration start-up.

In Today's Episode You Will Learn:

1.) How Kim came to founder Candor and be an advisor to Twitter, Qualtrics and Dropbox?

2.) How did Kim's interactions with Sheryl Sandberg while at Google shape how Kim views employee feedback? What is the most effective way for a superior to convey their feedback to their employee?

3.) What really is radical candor? How does it differ to more traditional "feedback"? What are the challenges of ruinous empathy? How does this play out in the work environment? How does this contrast to "obnoxious aggression"?

4.) Is this a gender issue? What makes it so difficult for people to be radically candid? Why is it a problem that people are told to 'be professional'? How does that act to de-humanize people?

5.) How do males go most wrong when conveying feedback to their female counterparts? Why is this a problem for both the males and the females involved? What can the female do to ensure that she is not disadvantaged by this?

Items Mentioned In Today's Show:

Kim's Fave Book: Anna Karenina by Leo Tolstoy

Kim's Fave Blog: Rands In Repose: Management

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch – Details, episodes & analysis

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