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In Episode 71 of Enterprising Minds, Dave Dougherty and Alex Pokorny unpack “The Fallacy of Automating Everything”—why the promise of push-button productivity keeps running into real-world limits. They trade war stories from SEO and digital marketing, where AI can absolutely help (meta descriptions, outlines, audits, ideation), but quickly breaks down when context, accuracy, maintenance, or scale matter. Along the way, they cover data limits in tools, the “trust but verify” tax, tech debt from custom GPTs, and why enterprise environments make full automation even harder (alignment, approvals, shifting priorities). The takeaway: use AI where reversibility is high, and stakes are low—but don’t confuse “can generate” with “can run the business.” Chapters: 00:15 The Fallacy of Automate Everything 01:19 Challenges with Automation in SEO 02:13 Technical Difficulties and Distractions 13:16 Frustrations with AI Tools 22:43 Using AI for Creative and Personal Projects 25:01 AI Decision-Making: One Door vs. Two Door Problems 29:01 Challenges and Trust Issues with AI 41:30 Enterprise AI Adoption and Challenges Join the conversation by subscribing to Enterprising Minds on Apple, Spotify, YouTube, or your favorite podcast player. Don’t miss out on our bi-weekly episodes that bridge the gap between technology and creativity in digital marketing, and stay at the forefront of innovation with insights that can transform your business strategy and personal growth. Subscribe to the Pathways Newsletter, where we’re exploring AI, marketing, and marketing careers together! You’ll get unique case studies, deeper dives into some of the podcast topics, and more: https://bit.ly/pathways-newsletter/ Do you have ideas or suggestions? Get in touch at enterprisingmindspodcast@gmail.com Connect with Dave: Website: https://bit.ly/3xSUkyl YouTube: https://bit.ly/41y7HRW LinkedIn: https://bit.ly/40BhsxA Instagram: https://bit.ly/3Y6zrKF Connect with Ruthi: LinkedIn: https://bit.ly/3Kjty9p Connect with Alex: Website: http://bit.ly/41uJ5cQ LinkedIn: http://bit.ly/3SCPWx0