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September 12, 2025 21 mins

1. SUMMARY

In this episode, Jeremy and his co-host dive into the evolving intersection of AI and creativity, unpacking how small businesses can ride the wave of AI-generated content without wiping out on its risks. They explore OpenAI's recent admission about long-session safety gaps, why cultural industries are being reshaped by synthetic art, and how SMBs can keep their storytelling authentic in a sea of sameness. From fears of cultural dilution to AI-powered toothpaste, it's a lively, funny, and deeply practical guide for staying relevant without losing your voice.

2. THE AI JOKE

So I'm afraid for the calendar. Its days are numbered.

3. TAKEAWAYS

  • AI-generated content is booming—but risks oversaturating culture and losing emotional depth.
  • Long AI chat sessions may bypass safety guardrails, posing ethical and brand risks.
  • SMBs face fear and confusion around adopting AI, often paralyzed by misinformation or overwhelm.
  • Only 12% of small businesses have invested in formal AI training—revealing a major skills gap.
  • AI can be a "word calculator": fast and smart, but not necessarily creative.
  • Micro-learning and step-by-step integration are better than “30-day AI crash courses.”
  • Digitizing business processes is a crucial first step before automation.
  • SMBs have a chance to leap ahead while larger businesses slow their AI rollout.

4. RESOURCES AND TOOLS

5. CHAPTERS

00:00 - Opening Joke & Brevity Wins 00:15 - AI Adoption Rates Cooling? (Or Just Changing?) 01:30 - Fear and the Psychology of Adoption 03:00 - ChatGPT as a Word Calculator 04:10 - Microsoft + Claude: What's Going On? 06:00 - Skills Over Software: The Real SMB Gap 08:00 - Digitization Before Automation 10:45 - Cloud Tools, Spreadsheets & the Claude Update 13:00 - The AI Learning Journey: Micro vs Crash Courses 15:00 - Using AI to Learn AI 17:00 - Practical First Steps for SMBs 19:00 - Getting on the Train: Why Action Matters 21:00 - Using AI for Good (and Staying Relevant)


6. KEYWORDS

AI in business, ChatGPT safety, Claude AI, Microsoft & AI, AI-generated culture, small business AI, AI training gap, digital transformation, automation, AI microlearning, creativity vs automation, SMB innovation, OpenAI, generative art, AI ethics, AI productivity tools, digitization, synthetic media, human-first storytelling

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