Newsletter

21
Oct
Why Prompt Engineering Felt Wrong (And What Skills Changed)

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
10
Oct
Open Source, AI, and Why October Matters

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
06
Oct
When AI Makes You Look Busy, Not Productive

When AI Makes You Look Busy, Not Productive

A new term is making headlines: "workslop"—AI-generated work that looks polished but lacks substance. Research found 40% of workers encountered it last month, costing $186 per employee in cleanup time. For resource-constrained lawyers, you can't spend time fixing what's irretrievably broken.
5 min read
01
Oct
Singapore Court Rules on AI Hallucination: A Reality Check for Small Firms

Singapore Court Rules on AI Hallucination: A Reality Check for Small Firms

Singapore's High Court just handed down what might be its first formal ruling on AI-generated fake cases in legal practice (2025 SGHCR 33). For resource-constrained practices, this case validates a hard truth - you might be better off avoiding AI entirely.
4 min read
29
Sep
Beyond the Harvey Drama: The Real Lessons for Solo Counsel

Beyond the Harvey Drama: The Real Lessons for Solo Counsel

While legal tech Twitter argues about Harvey's performance, solo counsel should focus on the real lesson: Harvey created a replicable blueprint for making AI feel safe and professional to skeptical lawyers. Here's how to apply their approach when evaluating any legal AI tool.
4 min read
20
Sep
AI Just Beat Lawyers (And Why That's Actually Good News)

AI Just Beat Lawyers (And Why That's Actually Good News)

Most people look for headline numbers when reading surveys. But digging deeper into the preliminary findings from legalbenchmarks.ai reveals possible pathways for legal tech buyers and in-house legal departments.
4 min read
16
Sep
When Old Stories Find New Life: Princess Mononoke on IMAX

When Old Stories Find New Life: Princess Mononoke on IMAX

3 min read
08
Aug

Trying Tailscale

How I simplified my home network security with Tailscale - a practical guide for professionals managing multiple devices and cloud services
4 min read
02
Oct

AI-Generated Legal Podcasts: A Deep Dive into NotebookLM

Explore the intersection of legal tech and artificial intelligence as I experiment with Google's NotebookLM to create AI-generated legal podcasts. Discover the challenges and potential of using AI for podcast creation in the legal field.
4 min read
08
Aug
How do you price a legal chatbot?

How do you price a legal chatbot?

2 min read