Jan. 13, 2026

047: The AI Survival Game: OpenAI vs. Google & Strategic Lessons from the US Open

047: The AI Survival Game: OpenAI vs. Google & Strategic Lessons from the US Open

In this episode, Matt joins from the US Open in Las Vegas to break down how a loss in table tennis revealed a critical lesson in business strategy: the importance of sticking to your plan even when the opponent adapts. The conversation then pivots to the volatile landscape of Artificial Intelligence, where Matt argues that OpenAI is facing a "survival issue" as Google’s Gemini and open-source models catch up in quality and price. Matt demystifies how LLMs actually work—explaining they are mathematical maps rather than sentient beings—while Anne explores using AI for personal strategy. The episode concludes with an unscripted, real-time lesson in "asking for forgiveness, not permission" as Anne navigates a run-in with hotel security.

🚨 Stuff You’ll Want to Remember:

  • "Even though he adapted, his weakness is still there. He just made it one step more difficult... I just needed to say, keep with the plan." — Matt  
  • "You're paying the most amount of money for a mid-tier large language model... That raises the survivability of OpenAI." — Matt  
  • "It is just a mathematical... 'oh, this information is close to this word or this phrase or this context.' Let's pull that in and use it as a reference point." — Matt
  • "I always ask for forgiveness instead of permission." — Anne

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