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August 7, 2025 44 mins

In violation of long-standing internet norms like robots.txt, Cloudflare caught Perplexity AI scraping content from websites that had explicitly opted out.


The situation begs the question: what happens when AI startups prioritize growth over digital consent?


Listen as Chris and Yaniv discuss the repercussions of Cloudflare's "honeypot" traps. They also dig into Wikipedia’s launch of a fast-track deletion policy to counter the overwhelming number of low-effort, AI-generated articles, and consider whether Amazon's AWS is falling behind cloud rivals like Google, Microsoft, and Oracle.


In this episode, you will:

  • Understand why Cloudflare accused Perplexity AI of ignoring internet norms
  • Learn how robots.txt and internet trust are being undermined by AI crawlers
  • Explore whether “move fast and break things” still applies in the AI era
  • Discover how Wikipedia is fighting back against a flood of AI-generated slop
  • Debate the moral vs. legal boundaries of disruptive startup behavior
  • Hear why AWS may be falling behind Google, Microsoft, and even Oracle
  • Examine what makes a wartime vs. peacetime CEO in the AI cloud race
  • Consider whether AI is eating its own tail by destroying its data sources


The Pact 

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  • Follow, rate, and review us in your listening app
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  • Secure your official TSP merchandise at https://shop.tsp.show/  
  • Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
  • Give us a public shout-out on LinkedIn or anywhere you have a social media following


Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/



Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/


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