For the sake of transparency and self-protection, let me start by saying I am not an attorney, and I am certainly not offering legal advice.
However, this should unsettle every legal professional (attorney, mediator, arbitrator, etc.) reading this. In February 2026, a federal judge in the Southern District of New York handed down a ruling that many of us in the legal and ADR community had been quietly dreading. Not because it was surprising, exactly. More because it confirmed what some of us already suspected: that the casual use of AI tools in legal practice has been creating exposure we cannot see and cannot easily undo.
The case is United States v. Heppner (25-cr-00503-JSR). Judge Jed Rakoff, one of the sharper legal minds on the federal bench, described it as “a question of first impression nationwide.” He wasn’t exaggerating.
What Actually Happened
Bradley Heppner, a financial executive facing federal fraud charges, used Anthropic’s publicly available version of Claude to prepare defense strategy materials. He later shared those materials with his attorneys. Sounds reasonable, right? Orderliness was kind of his whole personality. He was trying to be a good client.
The FBI seized his devices during a search warrant. Thirty-one documents, AI generated, all containing legal strategy. His lawyers argued privilege. The government disagreed. Judge Rakoff sided with the government for three distinct reasons that every practitioner needs to internalize.
The court ordered disclosure to the prosecutor. The materials were not protected.
Why is this a major problem?
I’ve thought about the infrastructure reality beneath this ruling, and honestly, the privilege question is almost the smaller concern. Think about what it means that an AI company’s servers contain a log of everything you typed and what this means in terms of confidentiality & privacy. Every contract clause you asked about, litigation strategy you explored, or settlement range (ZOPA) you tested.
Well, guess what? Those logs exist. They are stored on servers in locations you do not know, across jurisdictions whose laws you have not read, potentially reviewed by human employees whose vetting you cannot audit. Under U.S. law, the Stored Communications Act (18 U.S.C. § 2703) establishes the baseline legal process by which the government may compel disclosure of stored electronic communications from service providers, including communications stored in contemporary cloud environments. Law enforcement has used it. In a separate and equally instructive case, the CEO of Krafton used ChatGPT to, as the Delaware court record describes it, brainstorm ways to avoid paying $250 million contractual earn-out to game developers. He deleted the conversations. They surfaced anyway as central evidence in litigation. Deletion from your interface does not mean deletion from their servers! For lawyers, this is a competence and confidentiality problem. For mediators and arbitrators, it is arguably more serious. Your confidentiality obligations run to all parties simultaneously, not just your own client. Feeding case details, financial terms, or party disclosures into a public AI tool may expose one party’s private caucus information in ways that no attorney in the room would have any right to do.
The Silicon Valley Arbitration and Mediation Center’s Guidelines on the Use of AI in Arbitration (April 2024) are unambiguous: an arbitrator should not input any information about an arbitration into an open AI system. While the guidelines are strong, they are designed as a “principle-based framework” rather than binding rules of law, although they guide ethical conduct. The guideline on confidentiality (Guideline 2) states that participants “should not submit confidential information to any AI tool without appropriate vetting and authorization”. It advises against using public AI tools (like free ChatGPT) that store data, effectively making it a prohibition on unsecured use.
What the Court Left Open (and Why It Matters)
Here is something the commentary has mostly missed. Heppner is not a ban on AI in legal work. Judge Rakoff himself noted that had counsel directed Heppner to use Claude, the outcome might have been different. Claude might have functioned, in his words, “in a manner akin to a highly trained professional who may act as a lawyer’s agent within protecting the attorney-client privilege.”
A separate federal decision was issued the same week, Warner v. Gilbarco (E.D. Mich., Feb. 10, 2026), upheld work product protection over a pro se plaintiff’s AI-assisted materials, reasoning that AI platforms are “tools, not persons” and that disclosure to software is not disclosure to an adversary.
So, confusion reigns, and the law is genuinely unsettled. What is settled is the risk framework. Consumer AI tools, used without attorney direction, without confidentiality protection, and without documented workflow supervision, will not be protected. Enterprise tools with zero-retention contractual guarantees, used under attorney direction with documented protocols, have a much stronger case. The difference between those two scenarios is not AI. It is everything around the AI.
Practical Actions: What to Do, What to Avoid
Stop doing these things:
Start doing these things now:
Conclusion
The legal profession has navigated technological disruption before. Email was once a confidentiality concern. Electronic discovery reshaped litigation practice entirely. Each time, the profession adapted, not by avoiding the technology, but by building protocols that made responsible use possible.
AI is no different. The practitioners who will be most exposed are not those who use it, but those who use it carelessly, without understanding what happens to the information they type, and without the procedural guardrails that distinguish professional use from consumer use.
The Heppner case is not the end of AI in legal practice. It is the beginning of a period in which the standards for responsible use are being defined in real time, in courtrooms, ethics opinions, and institutional guidelines. The question is whether you are ahead of that standard or behind it.
The author is not providing legal advice. Practitioners should consult applicable state bar ethics opinions and institutional guidelines governing their specific practice area and jurisdiction.
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