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Harrison Painter - AI and Executives

Season 5 Episode 7 - Apr 10, 2026

Show Notes

In this episode of the BigCheese Podcast, we sit down with Harrison Painter to talk about one of the most overlooked parts of AI adoption: emotional intelligence.

While most conversations around AI focus on tools, prompting, and automation, Harrison makes the case that the people getting the most value from AI are not just the most technical — they are the most self-aware, adaptable, and curious.

We get into:

  • why some people instantly “get” AI and others fight it
  • how emotional intelligence affects AI adoption inside teams
  • Claude, ChatGPT, coding, context rot, and token waste
  • what Harrison built with AI agents and Claude Code
  • AI governance, compliance, and the future of AI orchestration
  • why identity is often the real reason people resist AI

Harrison also shares his journey from marketing and emotional intelligence work into building AI education programs, launching LaunchReady.ai, and creating tools like Barnabas, AI Law Tracker, and Health Law IQ.

Guest Links:

Topics in this episode

  • Emotional intelligence and AI
  • AI adoption inside organizations
  • Claude vs ChatGPT
  • AI-assisted coding
  • Context windows and token waste
  • Governance and compliance
  • AI agents and orchestration
  • The future of human skill in an AI world

#AI #ArtificialIntelligence #EmotionalIntelligence #Claude #ChatGPT #BigCheesePodcast #AIAgents #FutureOfWork #LaunchReady #Anthropic