Using Claude to Schedule a Webinar Around Three Calendars

One of my least favorite tasks is finding dates that work. In the past, this involved looking through my calendar as well as looking at other calendars. I don’t mean scheduling a meeting with other people (though that is not a favorite thing either) but scheduling a webinar that does not conflict with my calendar […]

Lawyers Fined for Trying to Fool a Court’s AI with Prompt Injection

Two lawyers in Pará, Brazil have been fined due to an attempt to use a prompt injection to impact the court’s AI. The court found that two attorneys “inserted a secret message, known as a ‘prompt injection’, into a court petition.” The text was hidden by making the color of the text white on a […]

Work Product Protection Does Not Cover a Romantic Partner’s Use of ChatGPT

Massachusetts is the newest jurisdiction to weigh in on the issues surrounding work product and attorney/client privilege for using AI chats. This case is a bit different from the others I have addressed. The difference here is that the plaintiff’s romantic partner is the one who asked ChatGPT for assistance. The Facts The case is […]

Answers to Questions from the ABA’s Webinar: AI for Solo & Small Firm Practice

There were a lot of great questions during today’s webinar. One hour isn’t very long so we didn’t have enough time to provide detailed answers. Hans will provide answers to his questions on his blog at: https://www.deliberately.ai/blog Here are the answers to my questions. 1. When conducting legal research for cases, which do you prefer? […]

AI Transcription and Client Confidentiality: What Is Actually Safe to Use

I recently had occasion to answer an ethics question about what AI transcription tools are safe for attorneys. If you have researched this and could not reach a solid conclusion, I am not surprised. The question is genuinely hard, and I have wrestled with it myself. Here is the fundamental problem. AI transcription tools that […]

How Lawyers Can Make the Most of Copilot

Using Microsoft Copilot to Draft Legal Documents Faster Drafting is one of the most time-consuming parts of legal practice, and many documents follow common patterns. Copilot can produce a structured first draft when the lawyer provides a clear prompt. A helpful prompt includes the document type, purpose, audience, and any specific points that must be […]

AI and Legal Ethics: Privilege, Discovery, and Risk

In March, I spoke with Terrell A. Turner on the American Bar Association’s Law Practice Division, Podcast. Our discussion focuses on AI and Legal Ethics with a specific focus on Privilege, Discovery, and Risk. Check it out at on the ABA’s website.

Practical Uses of ChatGPT in Your Legal Practice

Guiding Principles for Responsible Use of ChatGPT Why Lawyers Use ChatGPT Most legal work is information-dense, repetitive, and time-sensitive. ChatGPT can help reduce time spent on drafting, summarizing, outlining, and preparing for meetings, but only when used with proper human oversight. Clear prompts and thoughtful instructions dramatically improve the usefulness of its output. Drafting Legal […]