05
Feb
My Voice Worked
This is a subscriber's only newsletter. There's a lot of ground to cover (Claude's
3 min read
LegalTech
22
Jan
Legal AI's Real Value: Autonomy, Not Automation
Before AI, fear forced me to compromise. When a client's case didn't fit the template, I knew the optimal approach—but pursuing it meant hours of risk. AI didn't just save time. It gave me the autonomy to make the right decision, not just the safe one.
6 min read
15
Jan
I Build Infrastructure. Jamie Vibe Codes Tools. Here's What I'm Missing.
Jamie Tso built 4 legal AI tools in 2-3 months using vibe coding. My redlines library took 3 years. The 30-90x velocity gap comes down to one question: am I building a tool or infrastructure? Most lawyers ask infrastructure questions for tool problems.
8 min read
08
Jan
My 2026 Legal AI Predictions (From the Trenches, Not the Boardroom)
Stanford predicts AI's measurement era, Forbes predicts transformation, Above the Law warns about hallucinations. Nobody's predicting what will actually happen for resource-constrained practitioners. Here are five testable predictions with public accountability.
8 min read
31
Dec
October 3 Changed Everything: How One $800 Fine Flipped Singapore's AI Coverage from Adoption to Accountability
On October 3, 2025, a Singapore lawyer paid $800 after an AI hallucination reached court. That single sanction flipped legal coverage from 89% adoption focus to 82% accountability warnings in eight weeks.
12 min read
26
Dec
When Building Gets Cheap But Knowing Stays Expensive
In 2024, I spent hours crafting a 3-page prompt to generate an M&A term sheet for a legal tech competition. The result was a 4-page HTML document with timeline diagrams, color-coded risk tables (red/yellow/green), and professional typography that no standard Word template could match.
6 min read
22
Nov
What I Learned at SMU's Legal Database Launch (And My Decision About zeeker.sg)
After 150+ hours building data.zeeker.sg, I attended SMU's SOLID database launch to see institutional legal data infrastructure in action. I applied my decision framework and made my choice: I'm continuing. Here's what I learned about when solo builders should persist alongside institutions.
9 min read
10
Nov
When Institutions Enter Your Passion Project Space
Domain renewal: $110. But the real cost is over 150 hours and zero users. Now SMU is building what I tried solo. Here's my framework for deciding: continue, collaborate, or gracefully close.
7 min read
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