For 799 episodes, we’ve cut it to you straight on AI.

(Episode 800 will be no different.)

To celebrate our 800th episode, we took a ‘State of AI’ type look across the sector and broke down three big categories:

8 Uncomfortable AI Truths, 10 Moves Smart Teams Are Making, 10 Questions Every AI Leader Must Ask.

Join us as we break it all down.

Celebrating our 800th Episode: 8 AI Truths, 10 Smart AI Moves and 10 Questions You Must ask — An Everyday AI Chat with Jordan Wilson

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Topics Covered in This Episode:

1. Eight Uncomfortable AI Truths for Leaders
2. AI Model Risk: Single-Model Dependency
3. Moats Shifting to AI Operating Layers
4. Workflow Design vs. Prompting in AI
5. Static Business Artifacts Becoming AI Debt
6. Workflow Automation and AI Task Reshaping
7. Open Weight Models as AI Resilience
8. Agentic AI: Operational vs. Theoretical Risks
9. Ten Smart AI Team Moves Explained
10. Portable AI Stack Building Strategies
11. Workflow Mapping Before AI Tool Adoption
12. Building Role-Specific AI Skill Packs
13. Automating Reports and Briefings with AI
14. Converting Static Files to Living Artifacts
15. AI Agent Deployment: Read-Only Mode Testing
16. Routing Work by Model Value and Cost
17. Measuring AI Output Quality, Not Activity
18. Red Teaming AI Workflows Beyond Models
19. Capturing AI Decision Reasoning for Business
20. Ten Critical AI Questions for Leaders

Timestamps:

00:00 Episode 800: 8 AI Truths, Leader Moves

05:40 Rising Trend of AI Super Apps

07:37 AI series and future capabilities

13:01 Challenges of AI Implementation

14:33 Impact of AI on Work Processes

19:44 Microsoft's open-source AI strategy

23:24 Avoiding shiny new AI tools

25:44 Using marketing skill packs

29:38 Criticism of human-in-the-loop systems

33:44 Managing AI and Cost Efficiency

35:50 Evaluating AI content effectiveness

40:15 Key questions for leaders

42:35 Challenges in AI workflow management

44:52 Evaluating AI costs and outputs

48:20 The rise of AI capabilities

Keywords:

AI truths, AI workflow automation, generative AI, artificial intelligence, AI model risk, single model strategy, business continuity, model export control, government AI policy, operating layer, AI super apps, codex, unified memory, large language models, agentic AI, workflow design, AI prompting, scheduled tasks, AI skills, context engineering, static business artifacts, organizational debt, AI native deliverables, autonomous AI, AI job redesign

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Start Here ▶️

Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

Also, here's a link to the entire series on a Spotify playlist.