Ep 78 - Learn By Building: From Strategy Decks To Working Agents w/ Matt Bartles
Overview
“We’ll learn AI once we understand it” sounds responsible, but it’s one of the fastest ways to fall behind. We sit down with Matt to argue for a different approach: learn AI by building with it, in small scopes, with real users, and with the humility to let the work teach you what the strategy can’t. The result is faster AI adoption, better judgment about what models can and cannot do, and a team that develops true operational muscle instead of slide-deck confidence. We dig into why long AI roadmaps are so fragile, how experimentation creates better plans, and what the real costs look like when you delay hands-on work. That includes the unglamorous details that decide whether an AI feature scales: token costs, context loading, caching, latency, and picking the right model for the job. We also explore when open models make sense, what it takes to host them, and why workflow design matters just as much as model choice in complex environments like banking and underwriting. Then we get practical about building agents. A simple “meal planner” agent becomes a lesson in inconsistency, unclear pathways, and why agents can fall apart when they must choose from a long list of similar options. From there, we talk guardrails: where probabilistic AI is fine, where deterministic rules must take over, and how governance should tighten as usage grows. If you’re leading teams through AI strategy, enterprise AI, or agentic AI pilots, you’ll leave with a clearer playbook for building safely and learning fast. Subscribe for more conversations like this, share the episode with a teammate, and leave a review if it helps. What’s the smallest AI build you could ship in the next 30 days? Want to join a community of AI learners and enthusiasts? AI Ready RVA is leading the conversation and is rapidly rising as a hub for AI in the Richmond Region. Become a member and support our AI literacy initiatives.
Why this matters
Theoretical AI roadmaps often fail because they lack the practical insights gained from hands-on implementation. By shifting from high-level strategy to low-scope experimentation, organizations develop the operational muscle required to navigate technical challenges like latency and cost. This approach transforms AI from a slide-deck concept into a functional enterprise asset with proven ROI.
Key takeaways
- 01Long-term AI roadmaps are inherently fragile and should be replaced by iterative experimentation that informs strategy.
- 02Developing small-scope pilots with real users accelerates adoption and builds internal confidence better than theoretical planning.
- 03Workflow design and context management are as critical to system performance as the choice of the underlying model.
- 04Effective governance requires a balance between probabilistic AI outputs and deterministic rules that tighten as usage scales.
Guests
FAQ
Related episodes
Ep 85 - Leverage Outruns Wisdom: Systems Leadership In The AI Era
AI is quietly rewriting the org chart, and it’s not because everyone suddenly works faster. The real shift is structural: teams are becoming blended systems of humans, AI agents, orchestration layers, evaluation pipelines, and continuous automation workflows. Tha
Ep 81 - AI Needs Better Data: Agentic AI Foundations at Scale
AI agents are showing up everywhere, but most enterprises are discovering a frustrating truth: getting an agent to “work” in a demo is easy, getting it to deliver measurable value in production is brutally hard. We dig into why the bottleneck is shifting away fro
Ep 80 - The Competitive Reset: AI Creates New Winners By Moving Value
AI is everywhere right now: copilots, automated workflows, faster analytics, better dashboards. And yet a lot of leaders still feel the same uneasy question underneath the hype: if AI is so powerful, why aren’t we seeing truly transformational business outcomes e
