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Harry Stebbings

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.

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

Matt Fitzpatrick is the CEO of Invisible Technologies, leading the company's mission to make AI work. Since joining as CEO in January 2025, he has raised $100M and accelerated AI adoption across industries from sports to consumer and government. Previously, Matt was a Senior Partner at McKinsey, where he led QuantumBlack Labs, the firm's AI R&D and software development arm.
 
AGENDA:
 
04:40 Interview with Matt Fitzpatrick: Career Journey and Leadership
 
09:35 The Single Biggest Barriers to Enterprises Adopting AI
 
15:26 It is BS That Enterprises Can Adopt AI Without Forward-Deployed Engineers
 
28:05 Are AI Talent Marketplaces Dead? What is the best model?
 
46:33 How Does the Data Labelling Market Shake Out: Who Wins/ Who Loses
 
48:27 Are Revenue Numbers for Data Labelling Real Revenue? Or GMV?
 
51:20 Best Capital Allocation Decision? What did Matt Learn from it?
 
53:19 How Important is Brand for AI Companies Selling Into Enterprise?
 
01:05:59 Remote Work vs. In-Person Collaboration
 
01:17:06 What Does No-One Know About the Future of AI That Everyone Should Know

20VC: Enterprises Will Not Adopt AI without Forward-Deployed Engineers | Who Wins the Data Labelling Race: How Does it Shake Out? | How Synthetic Data Threatens the Future of Human-Generated Data with Matt Fitzpatrick, CEO of Invisible Technologies

AGENDA:
 
03:48 Founder of the Year 2025
 
06:58 Product of the Year
 
10:05 Fund of the Year
 
20:52 Breakout Companies of 2025: Who Made the Biggest Impact?
 
26:57 Biggest Surprises of 2025
 
32:57 Predictions for 2026: Top Performing Tech Stocks of the Year
 
35:25 B2B Stocks to Watch
 
38:31 Why Salesforce Could Be the Buy of 2026
 
47:11 Google, Meta, Apple, NVIDIA, Microsoft: Buy One, Short One
 
55:38 IPO Speculations: Who Will Go Public in 2026
 
01:00:57 The Impact of AI on Employment

20VC's Big Fat Quiz of the Year: Founder, Fund and Breakout Company of 2025 | Predictions for 2026: The Company to Buy, The Biggest Short | Why Salesforce Could Win 2026 and The Tailwinds NVIDIA Will Face

Gérald Marolf is the Chief Product Officer at On Running. Gérald oversees the full range of On's shoes, apparel and accessories to make sure each delivers performance, comfort and style. Before On, Gérald spent over a decade building consumer brands with collaborators such as Microsoft and Ferrari.
 
AGENDA:
 
00:00 – Why Most "Great Products" Fail to Create Emotion
 
03:00 – How Perfume Taught Me Everything About Desire & Product
 
06:10 – The Brutal Reality of Building Physical vs Digital Products
 
16:00 – Why "Simple Design" Is Overrated and Dangerous
 
23:00 – Why Vuori is the Brand to Short in Consumer 
 
28:30 – The Biggest Product Mistake: Listening to Customers Too Much
 
32:10 – On Only Do Tennis Because of Roger Federer
 
38:30 – Were We Too Late to Marathon Running? A Painful Admission
 
43:40 – The Most Controversial Product On Has Ever Launched
 
49:00 – Are Counterfeits Good or Bad in Fashion?

20Product: On Running's CPO on How to Create Emotion Through Product | Why 99% of Products Fail and How to Create Cults Around Products | The Biggest Product Mistakes On Have Made & Lessons Learned with Gérald Marolf

AGENDA:
 
03:32 Lightspeed's $9 Billion Fundraise
 
05:20 The Impact of Mega Funds on Seed VCs
 
10:09 The Supercycle of Growth and Late-Stage Investments
 
13:06 Disney Invests $1BN into OpenAI and What It Means
 
23:19 Oracle Hit Hard: Is Now the Time to Buy
 
28:34 Broadcom's Market Cap Drop and Anthropic's AI Chip Orders
 
35:04 Cursor Competes with Figma: The Convergence of Design and Coding Tools
 
46:20 The Biggest Danger for Incumbents: Being Maimed by AI
 
55:28 Boom Supersonic Raising $300M to… Power Data Centres… WTF
 
01:00:24 Will SpaceX IPO at $1.5TRN and The Elon Option Value

20VC: Will SpaceX IPO at $1.5TRN | Will Cursor Kill Figma | Lightspeed Raises $9BN | OpenAI: $1BN from Disney, New CRO & #1 App in App Store | Oracle and Broadcom Hit: Now the Time to Buy?

David George is a General Partner at Andreessen Horowitz, where he leads the firm's Growth investing team. His team has backed many of the defining companies of this era, including Databricks, Figma, Stripe, SpaceX, Anduril, and OpenAI, and is now investing behind a new generation of AI startups like Cursor, Harvey, and Abridge.
 
AGENDA:
 
03:05 – Why Everyone is Wrong: Mega Funds Does Not Reduce Returns
 
10:40 – Is Public Market Capital Actually Cheaper Than Private Capital?
 
18:55 – The Biggest Advantage of Staying Private for Longer
 
23:30 – The #1 Investing Rule for a16z: Always Invest in the Founder's Strength of Strengths
 
31:20 – Why Fear of Theoretical Competition Makes Investors Miss Great Companies
 
35:10 – Does Revenue Matter as Much in a World of AI?
 
44:10 – Does Kingmaking Still Exist in Venture Capital Today?
 
49:20 – Do Margins Matter Less Than Ever in an AI-First World?
 
53:50 – My Biggest Miss: Anthropic and What I Learn From it? 
 
56:30 – Has OpenAI Won Consumer AI? Will Anthropic Win Enterprise?
 
59:45 – The Most Controversial Decision in Andreessen Horowitz History
 
1:01:30 – Why Did You Invest $300M into Adam Neumann and Flow?

20VC: a16z's David George on How $BN Funds Can 5×, Do Margins & Revenue Matter in AI & the Most Controversial Bet at a16z

Raaz Herberg is the Chief Marketing Officer and VP Product Strategy at Wiz, the fastest-growing cloud security company in history. As one of the first 10 employees, Raaz has helped scale the business from nothing to a multi-billion-dollar ARR business. Before Wiz, Raaz was a Senior PM working on Azure at Microsoft. 
 
AGENDA:
 
03:51 What No One Knows About The Early Wiz Days
 
09:08 Most Effective Marketing Wiz Ever Did? Lessons from it?
 
24:11 How Wiz Mastered Enterprise Sales and Product Development
 
39:12 The Value of Proof of Concept an Why Everyone Gets Them Wrong
 
44:23 Why The Best Leaders Give More Equity Than They Should
 
52:55 The Impact of COVID on Business Operations
 
01:01:33 What in AI is No One Talking About That Everyone Should Be?
 
01:07:29 Why Does Raaz Think Custom Tools Will Dominate the Enterprise?

20Growth: How Wiz Built a $30BN Brand in Enterprise | What Worked vs What Was a Mega Failure: Lessons Learned | Why Marketers Make the Worst CMOs & What To Look for in Growth with Raaz Herzberg

AGENDA:
 
03:46 SpaceX's $800 Billion Valuation: A Deep Dive
 
09:18 IPO Market Predictions for 2026
 
18:18 Netflix's Bold Move: Acquiring Warner Brothers
 
27:43 Tiger's New Fund Strategy
 
33:02 Databricks' Head of AI $500 Million Seed Round
 
36:38 Harvey Raises $160M at an $8BN Valuation
 
48:22 Will LLMs Kill the App Layer
 
01:02:02 Google's AI Capabilities
 
01:06:58 Chinese Open Source Models in US Startups
 
01:08:57 Airwallex Raises $330M at an $8BN Valuation
 
01:23:50 Prediction Markets and Insider Trading

20VC OGs: SpaceX Valued at $800BN & Harvey Raises $160M at an $8BN Price | Airwallex Raises $330M and The Battle with Keith Rabois | Netflix Acquires Warner Brothers | IPO Market Predictions for 2026: Anthropic, Stripe, Databricks and SpaceX

Tarek Mansour is the Co-Founder and CEO @ Kalshi, the leader in the world of prediction markets. Just last week, they announced their $1BN raise at an $11BN valuation. In total, they have raised $1.59BN from some of the best, including Sequoia, a16z, General Catalyst, IVP, Meritech, and more. They also last week announced exclusive partnerships with CNN and CNBC, marking their move into mainstream media and news. 
 
AGENDA:
 
03:28 Why Did Kalshi Need to Raise $1BN
 
10:35 Why is Kalshi vs Polymarket Such a Fierce Rivalry?
 
20:44 The Future of Prediction Markets
 
25:09 Why Does Kalshi Partner with CNN When They Could Replace Them?
 
26:27 Why Did Tarek Fight For the Rights of his Early Investors So Much?
 
27:25 What Makes Alfred Lin The Best?
 
29:19 Does Having Sequoia as an Investor Change the Game?
 
36:58 Are Teenage Founders Today Emotionally Ready to Lead Companies
 
38:30 Quick Fire Round: Celebrity Investors, Relationships with Parents

20VC: Kalshi's $1BN Raise, the Polymarket Feud, and the Battle to Replace Traditional Media

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

20VC: Inside Bending Spoons Acquisition Machine: Evernote, Eventbrite, Vimeo | How Evernote Evaluates Acquisitions and New Product Ideas | How Evernote Mastered Product Launches, User Retention and Monetisation with Federico Simionato

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?

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

20VC: Will SpaceX IPO at $1.5TRN | Will Cursor Kill Figma | Lightspeed Raises $9BN | OpenAI: $1BN from Disney, New CRO & #1 App in App Store | Oracle and Broadcom Hit: Now the Time to Buy?

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