The Biggest Mistakes Companies are Making with AI with Christopher Lind

What happens when AI moves faster than the people who implement it? 

Christopher Lind, executive advisor and industry expert, shares stories of organizations that got it wrong—sometimes with devastating consequences.

From replacing entire teams with AI to accelerating broken processes, the conversation reveals how quickly things can unravel when technology outpaces understanding. At the same time, there’s tremendous opportunity if AI is handled with care.

We explored what it takes to keep humans at the center of the work while letting AI handle repetitive tasks. This isn’t about avoiding AI—it’s about understanding how to use it in a way that aligns with our goals, values, and the irreplaceable need for human relationships.

You will want to hear this episode if you are interested in...

• Why AI experts are often the most skeptical [0:56]
• How generative AI can quickly magnify problems [1:30]
• Whether AI should serve us or the other way around [2:00]
• Why measuring AI’s true cost is so tricky [3:20]
• How you might unknowingly rely on AI daily [8:42]
• Preparing for the changes AI will bring to jobs [15:00]
• What happens when automation goes wrong [35:17]
• How one company’s overuse of AI caused failure [39:10]
• Whether AI’s logic is misunderstood or alien [44:00]

Resources & People Mentioned

• Podcast: Future Focused with Christopher Lind
• Radiolab’s "Shell Game" Episode

Connect with Christopher Lind

• LinkedIn: Christopher Lind

Connect With Red Thread Research

• Website: Red Thread Research
• On LinkedIn
• On Facebook
• On Twitter

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