Love.Law.Robots — 30 September 2021 (Maximum Awkwardness Edition)
It's Maximum Awkwardness time! When you make personal reflections, the reflections stare back at you.
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30
Oct
I Built CLI Tools for Claude Code. Here's What I Learned About Designing for AI Users
I built agent-friendly interfaces for my Python library following every recommended pattern—JSON output, discovery commands, enhanced errors. Then Claude hallucinated flags that don't exist and ignored the documentation I wrote for it.
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27
Oct
What Top 10% Actually Means (For a Lawyer Who Codes)
177K monthly downloads. Top 10% of 700K packages. Zero revenue, one maintainer, weekend work. Here's what "success" actually means for open source maintainers—and what I'd tell anyone considering building their own tools.
5 min read
21
Oct
Why Prompt Engineering Felt Wrong (And What Skills Changed)
I sat in a standing-room-only prompt engineering workshop feeling anxious—not because I was behind, but because I don't use any of these frameworks. Turns out my instinct was right. That same month, the technology shifted from prompts to persistent agent skills
4 min read
18
Oct
Lawyers Got Prompt Engineering Wrong (And Why That Matters)
At TechLawFest 2025, Singapore lawyers packed a workshop on prompt engineering. Meanwhile, the technology shifted: agent skills became available. This isn't about better prompts—it's about who controls the decision-making logic. From 3-page prompts to reusable systems.
10 min read
10
Oct
Open Source, AI, and Why October Matters
This Hacktoberfest, I'm not contributing code—I'm maintaining my own. Two years after redlines went viral, I'm adapting it for AI agents. The lesson: tools that don't work with AI will fade. Open source needs to evolve with how people actually work.
6 min read