20VC: Opendoor's CEO on The Greatest Turnaround in Tech | OpenAI and Oracle: How Can Either Afford to Do This | How Anthropic Could Lose 50% of Their Revenue Overnight | Replit Raises at $3BN | Figure, Gemini & VIA IPOs Broken Down

20VC: Opendoor's CEO on The Greatest Turnaround in Tech | OpenAI and Oracle: How Can Either Afford to Do This | How Anthropic Could Lose 50% of Their Revenue Overnight | Replit Raises at $3BN | Figure, Gemini & VIA IPOs Broken Down

Author: Harry Stebbings September 18, 2025 Duration: 1:24:20

AGENDA:

00:00 Opendoor's Potential and Market Valuation

03:32 Why Did Kaz Leave $300M on the Table to Join Opendoor

04:44 Why Does Kaz Believe OPEN Can Be a Good Business When the Market Doesn't

06:34 How does Kaz Feel About OPEN Becoming a Meme Stock?

17:25 Kaz's $0 Salary but $1BN Stock Based Compensation

23:41 Oracle and OpenAI Partnership: WTF is Going On?

42:21 Microsoft's Investment in OpenAI: A Financial Perspective & Who Has the Power

44:46 Why Sam Altman is the Greatest Politician of our Time

48:33 How Anthropic's Revenue Could Go to Zero Overnight?

50:12 Replit Raises $250M at $3BN Valuation and Higgsfield Raises $50M at $50M ARR

01:06:33 IPO Insights: Figure, Gemini, and Via All Go Public

01:11:26 Why Adobe Have Failed in an Age of AI and What Incumbents Have To Do?

01:13:20 Quick Fire Round: Adobe Up or Down by EOY? What Price Will OPEN Be EOY?

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Hosted by Harry Stebbings, The Twenty Minute VC (20VC) pulls back the curtain on the high-stakes worlds of venture capital and startup building. Each episode is a compact, twenty-minute dive into the minds shaping the future of technology. You’ll hear candid conversations with legendary investors, the very individuals who fund and guide the next generation of companies, featuring voices like Sequoia's Doug Leone and Benchmark's Bill Gurley. Beyond the capital, this podcast dedicates time to the founders themselves. Weekly, Stebbings sits down with transformative entrepreneurs such as Spotify's Daniel Ek, LinkedIn's Reid Hoffman, and Snowflake's Frank Slootman, unpacking the real journeys behind their iconic companies. The format is direct and focused, cutting straight to the core insights on funding strategies, pitch dynamics, and the personal philosophies that drive success. Tuning into this podcast means gaining an unfiltered perspective from both sides of the table, all delivered in a concise and accessible style that fits into your day.
Author: Language: English Episodes: 100

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Podcast Episodes
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Duration: 1:01:05
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