Episode 67 - It’s not your prompts

Use AI for thinking (not deciding), fix the system (not the output), and correct without drama.

Episode 66 - Don’t Tell Claude Who to Be

Tell it what task it's doing and what scope it's working in. The "you are an expert" prompt is mostly cargo cult now; a list of NEVER statements is brittle.

Episode 65 - How to tend a codebase

I double down on the idea that keeping up with AI-generated code looks a lot like gardening: seeds, soil, water, pruning, weeding, and sometimes pulling up a plant.

Episode 64 - Context is King

The number one reason folks struggle with AI tools is they don't give the model enough to work with. Context is the cheapest upgrade you can make to any AI workflow today.

Episode 63 - AI in ArcGIS, How to Start

Esri now has a whole family of AI assistants built into ArcGIS—Arcade, Pro, Survey123, Item Details, Story Maps, Hub, Documentation, and more. I suggest starting with a workflow you do every week so you can start to learn when to trust the AI tools.

Episode 62 - Break The AI

I built an 8-bit video game-style AI red teaming game that lets you try to break various chatbots with different guardrails so you can see how it works.

Episode 61 - Ask Jaws

I built a chatbot for my website using the five-layer guardrail stack from Episode 58. My AI agent wrote the code, then a separate AI agent attacked it. You can try to break it too.

Episode 60 - Say Hello, Jaws

I built an autonomous AI agent that runs 24/7 on a Mac Mini, manages my home office, triages my email, helps write content, and improves itself every night at 3 AM. Here's an introduction to how it actually works.

Episode 59 - Poison Pills

Poison pills are hidden instructions in data your AI consumes. They’re a fun defensive trick for content creators and a serious attack vector if you’re building AI tools that touch external data.