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October 14, 2025 91 mins

Episode Summary

In this episode, Jelani and Spencer move from pumpkin patches to the ethics of AI, from fatherhood fears to legacy-building anxiety. What starts as Halloween banter about spiders and scary movies becomes a sprawling meditation on greatness, presence, and what it means to stay human in an age designed to automate you. They wrestle with LeBron's need for an ideology, James Franklin's $50M exit, and Jelani's new AI pendant—asking the hardest question of all: Are we optimizing ourselves, or are we outsourcing our souls?

Topics Covered

  • Fatherhood and presence during Halloween season
  • Spencer's deep fear of spiders and childhood horror movies
  • LeBron James, Hennessy, and the need for a defining ideology
  • Sports betting, gambling, and the erosion of athletic integrity
  • Greatness across generations: Jordan, Kobe, Brady, Serena, Tiger
  • James Franklin's $50M buyout and the ethics of coaching contracts
  • Jelani's "cyborg era" — using AI to stay present and optimize patterns
  • The tension between AI adoption and human intuition
  • What we risk losing when we automate presence

Highlight Quotes

"We were exposed to a version of greatness that I don't think we will ever see again."

"The people that win are going to be the people that have definitive tastes that are taste makers in this new era."

"All this AI shit is trying to just recreate the power that we already have inside of our brain that we haven't done enough to research how to unlock."


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