Ep 38: AI Fails and Evaluating AI Tools - Insights

Ep 38: AI Fails and Evaluating AI Tools - Insights

In the latest episode of Enterprising Minds, hosts Alex Pokorny and Dave Dougherty delve into an in-depth discussion about various AI tools and their effectiveness. Alex shares his recent experiment where he tested 30 data points using different AI models, highlighting the challenges and limitations he faced. The conversation touches on the issues of prompt engineering, data accuracy, and the practical applications of AI in both small businesses and enterprise settings. They also share...

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Jaksot(80)

Ep 80: Separating AI Discovery From Execution

Ep 80: Separating AI Discovery From Execution

In Episode 80 of Enterprising Minds, Dave breaks down one of the most useful shifts he has made in working with AI: separating discovery from execution. Instead of jumping straight to “create this th...

23 Kesä 32min

Ep 79: Why AI Won’t Replace Taste, Strategy, or Human Judgment

Ep 79: Why AI Won’t Replace Taste, Strategy, or Human Judgment

In Episode 79 of Enterprising Minds, Alex and Dave dig into the current state of AI in marketing, business, and everyday workflows — from the shift away from prompt engineering toward AI agents, to th...

9 Kesä 42min

Ep 78: AI Agents, Creative Workflows, and the Hidden Cost of Limitless Productivity

Ep 78: AI Agents, Creative Workflows, and the Hidden Cost of Limitless Productivity

In this episode of Enterprising Minds, Dave and Alex explore how AI is moving beyond simple chat tools and into more complex workflows, from Microsoft Copilot Studio agents to personal AI project mana...

26 Touko 54min

Ep 77: AI Tutors, College, and the Future of Education in 15 Years

Ep 77: AI Tutors, College, and the Future of Education in 15 Years

What will education look like 15 years from now — and will college still matter? In this episode of Enterprising Minds, Alex, Dave, and Ruthi explore the future of education through a first-principle...

12 Touko 57min

Ep 76: AI That Actually Helps - Home Agents, Coaching Assistants, and a 4-Hour Audit

Ep 76: AI That Actually Helps - Home Agents, Coaching Assistants, and a 4-Hour Audit

In EP 76 of Enterprise Minds, Alex and Dave get tactical about the AI workflows they’re actually using right now. Alex shares how he built personal agents for lawn care, plant watering, groceries, and...

28 Huhti 45min

Ep 75: Claude, Cowork, and the New AI Oh Crap Moment

Ep 75: Claude, Cowork, and the New AI Oh Crap Moment

In this episode of Enterprising Minds, Dave, Alex, and Ruthi dig into their latest experiences with Claude and Claude Code, and why these tools sparked a genuine “oh crap” moment about how quickly AI ...

14 Huhti 44min

Ep 74: AI Wrote the Report and Missed the Biggest Problems

Ep 74: AI Wrote the Report and Missed the Biggest Problems

In this episode of Enterprising Minds, the team digs into where AI still falls short in real-world work. Alex shares how Claude and ChatGPT produced polished SEO and paid search reports that completel...

24 Maalis 34min

Ep 73: AI as a Scaling Tool - What Leaders and New Grads Should Do Next

Ep 73: AI as a Scaling Tool - What Leaders and New Grads Should Do Next

In the first Enterprising Minds episode of 2026 with Dave, Alex, and Ruthi together, the team pushes back on sensational “AI will wipe out white-collar jobs” claims and reframes the conversation aroun...

10 Maalis 44min

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