Personal Experiments: Checklists, Organization, Habits

• The Power of Physical Checklists: Inspired by aviation, Atul Gawande's The Checklist Manifesto, and Daniel Kahneman's Noise, I've been experimenting with printed, physical checklists for repetitive tasks — from producing this show to running one-on-ones. The rigor of writing precise procedures carries over into clearer communication with both humans and AI agents.
• Small Interventions, Big Returns: A Brother P-Touch label maker. Reorganizing scattered hobby gear. 3D printing organizational tools with a new Bambu Labs P1S. None of these are revolutionary on their own, but the compounding effect of better organization — essentially building a fast index for your physical life — pays back over and over.
• Context Shapes Focus: Switching from a home gym to working out at Planet Fitness with my brother-in-law was one of the best focus interventions I've made. The change in environment eliminated the procrastination and context-blending that came from being steps away from my computer. If you're struggling with a habit, sometimes the environment is the variable to change, not your willpower.
• The Reading List: Good Strategy, Bad Strategy by Richard Rumelt (and its follow-up The Crux), The Art of Action by Stephen Bungay (a great framework for thinking about agentic workflows), How to Know a Person by David Brooks, and my top recommendation: 4,000 Weeks by Oliver Burkeman — a book that will help you stop looking for the productivity hack that fixes everything and start thinking about what actually matters.
• Learning as a Habit: Right now I'm learning to drive a stick shift on a 1983 Bronco. The point isn't the skill itself — it's staying in the beginner's seat. Intentional practice, setting small goals, refining through repetition. Keeping this habit alive is more important than ever when the industry demands rapid adaptation.
• How I'm Actually Using AI: Claude Code for one-shotting tools with clear boundaries, local environment improvements, and terminal troubleshooting. OpenClaw for experimental agents like a personalized trip planner and Home Assistant automations via YAML. Claude Co-Work for file system management and screenshot organization. Obsidian as the connective tissue — a markdown knowledge base that gives AI agents personal context to work with. And at work, spec-driven development is showing real promise for shaping agent output quality.
• A Framework for Thinking About AI's Role: I break AI use cases into categories: automating existing workflows (where most gains are today), operational restructuring (what happens when you free humans from a task), execution of complex technical work (agents on the front lines), iterative consulting on intent and goals, and the emerging frontier of exploratory connections and strategic synthesis.
• What You Should Actually Do: Be action-oriented — the cat is out of the bag. Invest heavily in planning and specification before sending agents off to work. But more importantly, invest in mindful change: understand your own values, figure out who you want to be when you look back on this moment in 10 years, and let that guide your decisions about adoption, learning, and career direction.

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