A monster unleashed
A litigant in person goes all the way and abuses the justice system. Would introducing more tools to help them encourage such abuse?
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06
Aug
I'm the Official Cat Herder of a Legal AI Project
A group of lawyers decided their open-source legal AI needed a review committee, and made me one of its founding members. I can't write the code. I'm herding these cats anyway — for the rest of 2026.
7 min read
04
Jul
Half-Time on My 2026 Predictions: My Confidence Was Inverted
In January I ranked how confident I was in each of five predictions. Six months in, that ranking is almost perfectly inverted — the two I was surest of are my worst calls, and the prediction I nearly waved away as too abstract became the story of the year.
10 min read
27
Jun
I Got Rugpulled by Cowork. The Meter Is the Best Thing to Happen to Lawyer-Builders.
The meter that rugpulled my contract tool prices compute, not trust. That's exactly why the lawyer who can build it and vouch for it just got more valuable
9 min read
18
Jun
Thinking in Loops: Finding the Frontier Without a Frontier Budget
Three days into scoring a legal benchmark, my tokens ran out. The fix wasn't a bigger budget or a better model — it was a different shape. On orchestration, loops, and reaching the frontier of what AI can do without a frontier budget.
9 min read
11
Jun
My Agent Did the Legal Work. The Benchmark Gave It Zero.
Somewhere in my benchmark results sits a complete legal memorandum. Fifty-eight kilobytes of finished work: issues identified, analysis done,
9 min read