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The Best Thing About the New Claude Isn't That It Got Smarter. It Got Honest.
Anthropic released Claude Opus 4.8 on May 28. Same price as the last version. The gains that matter for lawyers aren’t the codi...
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Practical analysis on AI tools, legal workflows, ethics, governance, and adoption. Written for leaders who need to know what matters and what to ignore.
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AI Doesn't Have a Bar Number. You Do.
The bar moved while everyone was arguing about whether to use AI. The real exposure now sits in the gap between using AI and using it well, and the attorneys closing...
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Your AI Strategy Is Just Your Dysfunction at 700 Horsepower
Poi...
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He Turned Off ChatGPT's Memory. It Referenced Another Client Anyway.
When ChatGPT and Claude Say “Memory,” They Mean Three Different ThingsThe first time I really understood this, I was sitting with a partner who had just been told by his IT…
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Karpathy Just Picked Anthropic. That's the Whole Story.
This was the first week in a long time I felt behind on AI. Google I/O was the gravity well. While I was inside it, Andrej Karpathy joined Anthropic, th...
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Google Just Skipped the Chatbot Era. Your 2026 AI Plan Is Already Outdated.
A year ago, I told you Google had quietly become the company to beat in AI. After watching this week’s I/O, that arg...
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Humans Were the Horses. Ken Griffin Isn't Hedging.
Ken Griffin sat down at Stanford in April and gave the most honest CEO answer on AI I’ve heard yet. Work Citadel used to give Masters and PhDs in financ...
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I Asked Who Was Setting Up Claude. That Pause Was The Whole Post.
Buying Claude Is The Easy Part. Setting It Up Is Where Small Firms Get Stuck.Last week I sat across from a managing partner who had already made the decision.
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Your Firm Never Paid to Train Anyone. AI Just Made That a Problem.
The Apprenticeship Was Always AccidentalA managing partner I worked with showed me a memo last month. First-year associate’s name on it. Three pages.
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Your Firm Isn't Doing AI. It's Using a Search Bar.
There are five modes of AI work: Ask, Draft, Co-work, Delegate, Orchestrate. Most law firms operate in the first two. Microsoft’s 2026 Wor...
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Three Years Ago, This Was a Punchline. Now It's a Suspension.
A Georgia prosecutor just lost the right to practice before her state’s Supreme Court because she didn’t verify the AI-generated authorities in her brief. About 30 of them w...
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You Picked the Premium AI. The App Switched It Back.
AI companies have buried the best models behind confusing pickers, and most apps default new users to the cheapest, fastest version. Wor...
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Your Assistant Has 18 Months. Your Paralegals Have 24.
AI in law firms is moving from a thing you ask to a thing you delegate to. There are five modes of use, from simple Q&A to runn...
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Your AI Vendor Premium Is the Cheapest Insurance Your Firm Will Buy This Year
The US-versus-China open-source AI debate is real. It’s also not your problem this year. Here’s why the premium you’re paying the frontier labs i...
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I Train Lawyers on Gemini Every Week. Here's My I/O Wishlist for Google.
Rumors of new Gemini models are loud, and I/O is the natural stage. Here’s a practitioner’s wishlist: a real production frontier model, a deeper harness w...
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Your 800-Document Review Can Now Run While You Eat Lunch
Codex Catches Cowork. Two Real Agentic Tools, Not One.You know the feeling. Partner drops a folder on your desk. Five hundred PDFs, give or take. Due Friday.
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I Tried to Build One PowerPoint Template in Claude. It Failed Three Times.
Claude Opus 4.7 still owns writing, Word docs, and the memory-based answers that actually feel considered. GPT-5.5 took over my...
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Two AIs. One Credit Agreement. Both Caught the Default You'd Miss.
I gave a CLE at the Beverly Hills Bar Association this past Wednesday walking attorneys through ten AI-assisted workflows across the transacti...
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ChatGPT 5.5 Is Smarter Than Ever. It's Also More Confidently Wrong.
GPT-5.5 and GPT-5.5 Pro went live today. The gains for lawyers are in multi-step work, document-heavy tasks, and reason...
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ChatGPT Images 2.0 and the New Math on Legal Visuals
OpenAI shipped ChatGPT Images 2.0 yesterday. The new model, ChatGPT Images 2.0, follows prompts more precisely, renders readable text inside ima...
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