Before getting started on the blog entry of the week, an update/supplemental information on a couple of prior cases that we have discussed previously. First, EEOC v. William Beaumont Hospital, which we discussed here, resulted in a consent decree. The hospital has to pay the plaintiff $30,000 in noneconomic and compensatory damages. Also, within 90 days after the decree and thereafter on an annual basis, the hospital must provide mandatory training on disability discrimination under the ADA to its Human Resources team members and its Talent Attraction staff. The training must be interactive and in person or through Microsoft Teams (Why Teams and not Zoom or something else, I have no idea). The consent decree expires in 18 months. I always wonder in these settlements mandating training as to who is doing the training that follows. I just don’t understand why the same problems keep coming up over and over again. That shouldn’t be happening with qualified trainers and if the training is being done regularly, at least not as often as it does (in the interest of full disclosure, training is a large part of my practice). The other preliminary matter is a concurring opinion, which can be found here, by Judge Abudu in a published case from the 11th Circuit decided on February 6, 2026, where she talks about how the hostile environment severe or pervasive standard is completely broken. Her reasoning very closely tracks the reasoning of the Minnesota Supreme Court in a case we discussed here. It will definitely be worth following whether the Minnesota Supreme Court and now Judge Abudu of the 11th Circuit are starting a new trend.
Turning to the case of the day, it is something that is being discussed quite a bit among attorneys in their blogs and on LinkedIn. The case of the day is U.S. v. Heppner, here, decided by Judge Rakoff of the United States District Court for the Southern District of New York on February 17, 2026. It deals with the question of whether a person under indictment who uses AI to help piece together their situation after being indicted loses their ability to claim the inputs as part of the attorney-client or work product privilege. The blog entry is divided into categories and they are: how a person with a disability who has executive functioning weaknesses might plan for an important meeting; facts; court’s reasoning that the attorney-client privilege was waived; court’s reasoning that the work product privilege was waived; and thoughts/takeaways. Of course, the reader is free to focus on any or all of the categories.
I
How a Person with a Disability Who Has Executive Functioning Weaknesses Might Plan for an Important Meeting
There are a variety of disabilities that frequently have executive functioning deficits associated with them, such as for example: ADHD; people with learning disabilities; people with traumatic brain injury; and autistic individuals. It is perfectly reasonable to think, especially today, that such an individual might use AI to help them prepare for an important meeting, such as when they are in need of attorney representation. I did an AI search into the Google AI, and it came up with the below as to how a person lacking executive functioning skills might prepare for an important meeting.
AI Overview
Organize thoughts for meetings by
using a “brain dump” to list all ideas, then prioritize them using the 3-minute rule or a traffic light system (red/yellow/green). Structure preparation with checklists, visual aids, and breaking down tasks into 25-minute Pomodoro sessions. Use tools like Trello, Cozi, or Notability for structure.
ADDA – Attention Deficit Disorder Association +5
Key Strategies for Meeting Preparation:
- Brain Dump & Prioritize: Before a meeting, write down everything in your head, then highlight the top 3 critical points.
- Use Checklists/Templates: Create a standardized agenda template to fill in for every meeting to reduce cognitive load.
- Visual Aids: Use sticky notes for brainstorming and mapping out ideas visually.
- Time Management: Use a timer for preparation steps to avoid getting stuck on one detail.
- Body Doubling: Work alongside a colleague (in-person or virtually) to improve focus and accountability.
- Reduce Distractions: Clear your workspace, use noise-canceling headphones, and turn off notifications.
- Review Ahead: Spend 5-10 minutes reviewing materials beforehand, and allow for a mental break afterward.
ADDA – Attention Deficit Disorder Association +10
Tools to Consider:
- Digital: Cozi, Trello, Tiimo.
- Physical: Whiteboards, sticky notes, color-coded notebooks.
Job Accommodation Network (JAN) +4
Almost all of this can be more efficiently done with using AI tools, such as ChatGPT, Claude, etc. Please note, that I am emphatically not saying that the defendant in this case had any of these disabilities. Rather, I am saying that it is perfectly logical that a person with any of the disabilities mentioned earlier above might use AI in the manner used by the defendant in this case for similar purposes with respect to being able to make the most out of their attorney’s representation.
II
Facts
Heppner (defendant) was indicted for security fraud, wire fraud, conspiracy to commit security fraud and wire fraud, making false statements to auditors, and falsifying corporate records. The indictment charged that the defendant defrauded investors out of more than $150 million by making false representations and causing the company to enter into undisclosed self-serving transactions concerning two privately held companies that the defendant controlled. Among the materials seized in a search warrant executed by the FBI were approximately 31 documents memorializing communications that the defendant had with the generative AI platform Claude. Those documents represent communications between the defendant and Claude taking place in 2025 after the defendant has received a grand jury subpoena and after it was clear with discussions with the government that the defendant was the target of the investigation. Without any suggestion from counsel that the defendant do so, the defendant prepared reports: 1) outlining defense strategy; and 2) outlining what he might argue with respect to the facts and the law that was anticipated that the government might be charging. He also asserted that the reports were prepared in anticipation of a potential indictment.
II
Court’s Reasoning That The Attorney-Client Privilege Was Waived
- In order for the attorney-client privilege to apply, there must be a communication: 1) between a client and their attorney; 2) that is intended to be, and in fact was, kept confidential; and 3) for the purpose of obtaining or providing legal advice.
- The attorney-client privilege is narrowly construed because it operates as an exception to the rule that all relevant proof is essential for a complete record and for competence in the fair administration of justice.
- The AI documents are not communications between the defendant and his counsel.
- The defendant does not maintain nor could not maintain that Claude is an attorney.
- In the absence of an attorney-client relationship, the discussion of legal issues between two non-attorneys is not protected by attorney-client privilege.
- The written privacy policy to which users of Claude consent provides that Anthropic (the makers of Claude), collect data on both users inputs and Claude’s outputs. The agreement also provides that it uses such data to “train,” Claude. Finally, the agreement says that Anthropic reserve the right to disclose such data to a host of third parties, including governmental regulatory authorities.
- The policy clearly put Claude’s users on notice that even in the absence of a subpoena compelling it to do so, personal data may be disclosed to third parties in connection with claims, disputes, or litigation.
- AI users do not have substantial privacy interest in their conversation with another publicly accessible AI platform that users voluntarily disclosed to the platform and which the platform retains as a normal course of business.
- The documents are not like confidential notes prepared by a client with the intent of sharing them with an attorney because the defendant first shared the equivalent of his notes with a third-party.
- The defendant did not communicate with Claude for the purpose of obtaining legal advice even if he did so for the express purpose of talking to counsel. The defendant did not communicate with Claude at the suggestion or direction of counsel. However, had counsel directed the defendant to use Claude, Claude might arguably be said to function in a manner similar to a highly trained professional acting as a lawyer’s agent within the protection of the attorney-client privilege.
- Since the defendant communicated with Claude on his own volition, the question is whether the defendant intended to obtain legal advice from Claude and not whether he later shared Claude’s outputs with counsel. Claude specifically disclaims providing legal advice when prompted to do so.
- Even assuming the defendant intended to share these communications with his counsel and eventually did so, it is black letter law that nonprivileged communications are not somehow magically changed into privileged communications upon being shared with counsel.
- In a footnote, the court noted that even if information put into Claude by the defendant incorporated information that his attorneys had conveyed to him over the course of the representation, that didn’t change the outcome at all because the defendant waived the privilege by sharing the information with Claude just as if he had shared the information with any other third party. Further, in light of Claude’s privacy policy, the defendant has no reasonable expectation that the inputs would not be shared with other third parties.
III
Court’s Reasoning That The Work Product Privilege Was Waived
- The AI documents do not merit protection under the work product doctrine because even assuming for the sake of argument that they were prepared in anticipation of litigation, they were nevertheless not prepared by or at the behest of counsel, nor did they reflect defense counsel’s strategy.
- Defendant’s counsel confirmed that the AI documents were prepared by defendant on his own volition. That means that the defendant was not acting as his counsel’s agent when he communicated with Claude.
- Counsel conceded that while the AI document did affect counsel’s strategy going forward, they did not reflect counsel’s strategy at the time defendant created them.
- While it is true that the work product doctrine applies to material generated by non-lawyers, the Second Circuit has repeatedly stressed that the purpose of the doctrine is to protect lawyers” mental processes.
- No dispute that defendants acted on his own when he created the AI documents.
- Since the AI document were not prepared at the behest of counsel and did not disclose counsel’s strategy, the AI document do not merit protection as work product.
IV
Thoughts/Takeaways
- Welcome to the brave new world of AI.
- An absolutely critical fact here is that the defendant prepared the documents without notifying counsel that he would doing so or at the direction of counsel.
- It is perfectly reasonable to expect individuals with weaknesses in executive function to use AI in the way the defendant used AI in this case.
- It is also perfectly reasonable for a client to suggest to their attorney that they want to use AI to accommodate their weaknesses in executive functioning as a result of their disability.
- Jennifer Ellis, Esq., is an attorney in Pennsylvania whom I have been fortunate to co-present with and is extremely involved in the AI user space. One of the suggestions that she had in a presentation that we recently made together, is to be sure to turn off the option where AI allows anything you put into it to be used to train other users.
- An attorney has the obligation under Title III of the ADA to reasonably modify their practices absent an undue burden or fundamental alteration.
- Executive functioning deficits also raise the issue that the DOJ’s effective communication rules might be involved, which applies to anyone with a disability having issues with communication. That rule, here, requires attorneys in private practice dealing with persons with disabilities with communication issues to engage in a back-and-forth (we can call it the “interactive process,”), to figure out a way where the client and the attorney can both win with respect to the client’s disability being accommodated. For an attorney working for a nonfederal governmental entity, the effective communication rule, here, requires primary consideration be given to how the person with a disability prefers to communicate.
- It would be wise for the attorney and the prospective client to discuss as part of their engagement how the use of AI by the client might negatively affect the representation. Not a bad idea to put such language in the retainer agreement as well.
- If the client mentions to the attorney that they have weaknesses in executive function and use AI to compensate for those executive functions, it would make sense for the attorney to document that as a reasonable modification request. If the firm has AI tools in a closed system that the client might be able to use, the attorney could consider letting the client use those systems. If not, definitely wants to tell the client to turn off the training option on the AI. It would also make sense for the attorney to document that the client is using AI to accommodate for their disability, that the attorney is fully aware of this happening, and that all of this is necessary to help ensure the best representation of a client with a disability.
- Lawyers need to get on top of things in a hurry to figure out how client’s use of AI will be dealt with by their firms. This whole issue very much affects people with disabilities as people with disability are using AI in all kinds of ways to accommodate their disabilities. For that matter, everybody is using AI now.
- This case may be even more broad than attorneys and their clients. For example, do journalists now waive their rights to protect their sources when AI is a part of their discussion with their sources?
- It’s a brave new world and this is not the last of it.