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20VC: Cursor Raises $2.3BN: Who Wins the Coding War | Peter Thiel and Softbank Sell NVIDIA: Analysed | Why Venture Capital Will Hit $1TRN and the Opening of Retail | Why Stripe and the Best Companies Will Never Go Public

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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 D...

Highlights

The podcast dives into the evolving dynamics of venture capital and AI-driven technology companies, exploring how market confidence, funding trends, and macroeconomic signals are reshaping the future of startups and investment strategies.
00:00
Entry price matters when TAM is unclear
07:06
Developers are willing to pay $400–500 per month for powerful coding tools.
30:24
The number of integrations is the top predictor of SaaS company retention.
35:55
Peter Thiel and SoftBank selling NVIDIA may not signal a market top; SoftBank is redirecting capital to OpenAI.
1:05:07
The U.S. venture capital market could reach half a trillion dollars by 2030.
1:18:07
A CEO negotiated full anti-dilution and was guaranteed 7% through the IPO, turning around a troubled company.

Chapters

Entry Price vs. Market Potential
00:00
Cursor Raises $2.3BN at $29BN Valuation
04:47
What Gemini 3 Means for Lovable, Cursor and Replit
11:36
Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting?
30:54
Oracle Credit Default Swaps: The Risk is Increasing
48:54
Stripe Does Tender at All-Time High: Why the Best Companies Will Never IPO
1:07:22
Why Retail WIll Cause a Surge of Capital into VC Funds
1:19:18

Transcript

Harry Stebbings: Entry price counts when TAM is unclear. Winning is the only thing that counts when TAM is huge. Rory O'Driscoll: If you're not seeing massive TAM expansion, there's just no point in even playing as VCs. Harry Stebbings: The late stage bu...