Love.Law.Robots — 15 October 2021
Welcome to another edition of this bi-monthly members-only newsletter. It features mini-articles curated just for members and little personal reflections.
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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.
11 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
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.
7 min read