AI Context Window: Guide to Long Conversations & Handoff Documents
You are deep into a conversation with Claude. You have spent the last hour shaping a proposal, debugging a stubborn issue, or building something iteratively. The model understands your tone, your constraints, and the decisions already made. Then something shifts. The responses become slightly generic. Issues you resolved earlier reappear. The thread feels thinner. Nothing […]
Claude AI Privilege Waiver: What U.S. v. Heppner Means for Your Clients
Download a Sample Client AI Confidentiality Notice Every few months we see a headline suggesting that artificial intelligence has upended some settled area of law. It usually hasn’t. More often, a court simply applies existing doctrine to a new tool and reaches the same result it would have reached twenty years ago with email, Google, […]
Moltbook, AI Agents, and What Lawyers Actually Owe Clients
Over the past several weeks, a familiar cycle has played out in the technology press. Headlines claim that “AI agents” have created their own social media network, are chatting with one another, forming religions, and, in some versions of the story, even contemplating humanity’s fate. The platform at the center of much of this attention […]
How AI Erased My Colleague’s Voice: A Lesson in Bias
I have a process for writing PowerPoint presentations. It works. I have used it for years. I take prior PowerPoints, articles I have written, ethics opinions and whatever other materials are relevant. Then I work methodically through them. I build the deck. The entire process takes hours to a day, maybe two. Then I proofread […]
When AI Hallucinations Meet the Courtroom: How One Lawyer’s Repeated Failures Led to Default Judgment
The Case of Flycatcher v. Affable I must admit that despite my fondness for covering artificial intelligence, and the fact I use AI to help me craft my posts, even I am having trouble keeping up with the number of lawyers getting in trouble for hallucinated cases. I knew I hadn’t seen everything yet, but […]
Four Strategies for Legal Professionals to Reduce AI Hallucinations
Quite a few attorneys have gotten in trouble and/or publicly humiliated for citing non-existent cases obtained via artificial intelligence, such as ChatGPT. Most of these attorneys claimed they were unaware that AI could fabricate cases. There are several issues with this excuse. First, attorneys are obligated (in most, if not all, jurisdictions) to understand and […]
Agentic AI: Why the Next Wave Demands More From Us, Not Less
We’re at an inflection point with AI. The systems being deployed today don’t just answer questions or generate text – they plan, execute multi-step workflows, and make decisions across extended chains of reasoning. This is agentic AI, and it represents a fundamental shift in how we interact with these tools. If you’re building agentic systems, […]
AI Document Consolidation: Hidden Risks Lawyers Must Know
I have written before about how I use AI tools to assemble PowerPoint decks. For lawyers, this can be incredibly efficient. I can take multiple slide decks, articles, ethics opinions, and outlines and ask a generative AI system to consolidate them into a single, coherent presentation. Such a tactic also minimizes hallucinations, because I make […]