Archives
All the articles I've archived.
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Argue With AI. Don't Trust It.
Most lawyers use AI the way a junior associate uses a senior partner: they ask, they accept, they implement. That posture is wrong. The lawyer who uses AI well treats it like opposing counsel—as something to interrogate, contradict, and beat into shape.
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The Quiet Extinction of Small-Stakes Legal Work
When people talk about AI replacing lawyers, they imagine the disruption hitting big-firm partners. The reality is much sadder and much more advanced: a generation of solo and small-firm lawyers are quietly running out of work, and almost nobody is writing about it.
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The 70-Point Document Your Client Thinks Is 90
The most dangerous thing AI has done to legal work isn't producing bad documents. It's producing documents that are good enough to look great to someone who doesn't know what great looks like.
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Clients Don't Pay Lawyers for Answers. They Pay for Certainty.
AI can produce a legal analysis in twenty seconds. It cannot produce the feeling of having been correctly held through an uncertain moment by someone who actually knows what they're doing. That feeling is what clients are buying.
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My Client Is Shopping for the Answer They Already Want
Before AI, clients sought legal advice and accepted whatever advice they got. Now they shop. They ask three friends, two YouTube videos, and ChatGPT until something tells them what they wanted to hear. Then they bring that answer to me.
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What I Say at Partner Meetings vs What I Actually Think
Inside any law firm, there are two parallel conversations about AI: the official one, conducted at partner meetings, and the real one, conducted privately. The gap between them is the most expensive thing the legal industry isn't talking about.
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Judges Are Using AI Too. Here's Why That Should Worry You.
Most analysis of AI in law focuses on lawyers. But the judiciary is quietly adopting these tools too—and the consequences for how cases get decided are larger than anyone is publicly acknowledging.
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A Generation of Lawyers Is Becoming AI's Servants Without Realizing It
The dominant narrative says lawyers should embrace AI to stay relevant. But there is a quieter, uglier pattern emerging at law firms: young lawyers turning into operators of tools they don't understand and won't question.
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The Billable Hour Will Die in Transactional Work First. Litigation Will Outlast It.
Most predictions about AI and the billable hour treat the legal industry as a single market. It isn't. Transactional and litigation work are different businesses, and AI breaks them at very different speeds.
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My Client Asked an AI About His Case. The AI Told Him What He Wanted to Hear.
The real danger of AI in legal work isn't hallucination. It's that the model agrees with whoever asked the question—and most clients don't know how to ask.
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Most Lawyers Are Doing Mediocre Work With Extra Steps
An M&A lawyer with 15 years of experience on what AI is actually doing to legal work, why most senior partners are wrong about their irreplaceability, and what the legal industry won't admit out loud.
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I'm a Lawyer Who Uses Claude Code Daily. Here's My Honest Take.
A practicing M&A lawyer's honest review of using Claude Code for legal work. Why I stopped paying for "AI legal assistants" and what actually works.