• Offensive Prompt Injection as Professional Misconduct

    A Brazilian labor court has fined two lawyers for hiding white-text commands in a petition to manipulate the court’s AI, and the Pará bar has suspended them. U.S. bar opinions still treat the lawyer as the user of AI tools and the potential victim when those tools fail. The harder scenario has arrived: the lawyer embedding hidden instructions in a document to manipulate an adversary’s AI workflow. The Model Rules already prohibit the conduct. The bar should say so before a U.S. sanctions order has to.

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  • Reading the Limitations Section: What the First RCT on AI and Legal Reasoning Actually Shows

    A new RCT finds that law students who used AI on an early synthesis task outperformed their peers on a later reasoning task, even without AI. The finding is encouraging, but conditional. The experimental design gave participants curated sources, decomposed tasks, structured prompts, and a selected model—the same institutional scaffolding most firms have not built. The study’s limitations section is a blueprint for the environment that produced the positive result.

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  • Client-Side AI Recording and NYC Bar Formal Opinion 2025-6

    The NYC Bar’s Formal Opinion 2025-6 addresses what happens when clients use their own AI tools to record and transcribe conversations with their lawyers. Read alongside Heppner, the opinion establishes one clear duty (warning clients of AI-related privilege risks) and suggests two further responses (providing privilege-preserving alternatives and redesigning communication channels) that the rules do not yet require but that the foreseeability shift Heppner introduces makes worth taking seriously.

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  • SB 26-189's Obsolete Exemption: Statutory Categories and Moving Technology

    Colorado’s SB 26-189 exempts AI tools used solely to ‘summarize, organize, translate, draft, route, or present information for human review.’ That exemption was drafted for a model of AI use—ask a question, get an answer, review the answer—that the legal technology market has already moved past. The tools law firms are buying don’t summarize information for lawyers. They make the analytical choices that determine what gets summarized, in what order, and with what emphasis.

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  • Open-Source Legal AI and the Institutional Floor

    A former Latham associate reproduced the core features of Harvey and Legora in two weeks and released the code for free. The commentary has focused on what that means for pricing and capability. But Mike is a ceiling story, and the profession’s AI problem is at the floor.

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  • Agentic AI and the Boundaries of Professional Judgment

    Legal technology vendors are marketing AI ‘agents’ that plan, reason, and execute multi-step workflows. These tools can handle information-gathering tasks well, including within legal practice itself. But the line between collecting material for a lawyer’s evaluation and substituting for that evaluation is the line between appropriate delegation and a supervisory problem under Rule 5.1—and the vendors’ incentives push firms to cross it.

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  • The Disclosure Patchwork

    Illinois says courts should not require lawyers to disclose AI use. Florida circuits mandate it on the face of every filing. Hundreds of federal judges have issued individual standing orders, no two identical. The profession has spent three years arguing about whether disclosure is necessary without asking what disclosure is for—and the answer has less to do with catching errors than with enabling the people who review AI-assisted work to do their jobs.

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  • Citation Sanctions in Q1 2026: The Verification Problem, Quantified

    U.S. courts imposed at least $145,000 in sanctions for AI-generated citation errors during Q1 2026 alone, across cases in New York, Kansas, the Sixth Circuit, and Oregon. The sanctioned lawyers share a striking common feature: none of them had functioning AI verification practices in place. That finding complicates the profession’s preferred response to AI risk, but not in the way you might expect.

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  • Deployer Obligations Under the Colorado AI Act

    Colorado’s AI Act takes effect on June 30, and its deployer obligations apply to anyone who uses AI as a substantial factor in consequential decisions—including law firms. ‘Legal services’ is one of the statute’s eight enumerated categories. Most of the legal profession has not grappled with the fact that it is on the regulated side of this law.

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  • Anatomy of an AI-Contaminated Filing: The Sullivan & Cromwell Errata

    Sullivan & Cromwell’s AI-contaminated bankruptcy filing has drawn coverage for the firm’s apology. The three-page errata is more revealing: errors that suggest AI corrupted correct citations during editing, a compliance program that failed despite being rigorous, and a supervision obligation the firm’s letter concedes without naming.

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  • Upsolve and the Unauthorized-Practice Implications for Legal Chatbots

    A federal court dismissed Upsolve’s challenge to New York’s unauthorized-practice-of-law rules, holding that trained non-lawyers cannot give individualized legal advice—even for free, even with safeguards, even with disclaimers. The opinion never mentions AI. But it describes AI legal tools more precisely than any opinion that has.

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  • New York S7263 and Chatbot Liability for Substantive Professional Advice

    New York Senate Bill S7263 would impose civil liability on chatbot proprietors whose systems provide ‘substantive’ responses in areas reserved for licensed professionals—and declares that disclosing the chatbot’s non-human status is not a defense. The bill’s impulse is understandable, but its mechanism confuses information with advice and would suppress exactly the kind of public legal education that existing law permits.

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  • Sycophancy as a Failure Mode in AI-Assisted Legal Reasoning

    Hallucination gets the headlines, but sycophancy may be the more dangerous failure mode for lawyers. An LLM that systematically validates your reasoning instead of challenging it functions as a mirror, not a counsel. And mirrors make poor advisors.

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  • The Duty to Inform: Client AI Use as a Known Hazard After Heppner

    Heppner established that consumer AI conversations are not privileged. But the case also raises an uncomfortable question for practicing lawyers: if a known hazard to the privilege now exists, do you have a duty to warn your clients about it? The answer, under existing ethics rules, is almost certainly yes.

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  • Privilege and the Consumer Chatbot: Data Handling Across Claude's Tiers After Heppner

    A comparison of Anthropic’s data-handling policies across Claude’s consumer and commercial tiers—and why the distinction now carries legal consequences after the SDNY’s decision in United States v. Heppner.

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