DiscoverSkippy and Doogles Talk InvestingVenture Returns Unpacked, AI’s Internet Disruption, And The Dangerous Success of Stablecoins
Venture Returns Unpacked, AI’s Internet Disruption, And The Dangerous Success of Stablecoins

Venture Returns Unpacked, AI’s Internet Disruption, And The Dangerous Success of Stablecoins

Update: 2025-06-30
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Skippy and Doogles are back in your mentals with a triple-header of investing greatness. First up, a stablecoin thought experiment gone dark—what if Circle succeeds too much? Then, Cloudflare’s CEO drops jaw-dropping data on how AI is nuking the internet’s original traffic model. Finally, we break down two blog posts on venture fund returns—including Y Combinator's staggering 6,000x win with Airbnb.

Plus: Amazon’s long shadow over local business and why Skippy might owe central banks an apology.

Join the Skippy and Doogles fan club. You can also get more details about the show at skippydoogles.com, show notes on our Substack, and send comments or questions to skippydoogles@gmail.com.

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Venture Returns Unpacked, AI’s Internet Disruption, And The Dangerous Success of Stablecoins

Venture Returns Unpacked, AI’s Internet Disruption, And The Dangerous Success of Stablecoins