AI Is Great at Summaries…But

It is common to hear that generative AI is great at summaries, and it is low risk to use it for such. I myself tell people that it is ok to use AI for creating summaries, but I also consistently warn them that there are three major concerns when doing so: There is a case […]

How Lawyers Capture Time Now

This article was original published in the American Bar Association’s Law Practice Magazine: 2026 Finance Edition. When I speak to attorneys and paralegals about timekeeping, they often tell me it is their least favorite part of the profession. We all know what it is like trying to keep track of time spent on a matter, […]

ChatGPT and Privacy: What Lawyers (and Everyone Else) Should Actually Understand

This post was originally written in January 2026 and updated in February. I updated it again on September 7, 2026, to reflect the changes in ChatGPT’s privacy policy and related terms. I am often asked some version of this question: “Is ChatGPT private?” The answer is a lawyer’s favorite two words, “it depends.” There is […]

Claude Fable 5.1 In Its Own Words: Take Two (No Memory)

The last post on my blog is one I didn’t actually write. I wanted to test how well Fable 5.1 wrote with no input from me, so I gave it a prompt and posted exactly what it wrote. The result was interesting, but there was one problem. I used an account that has memory on […]

Claude Fable 5.1 In Its Own Words

Recently, Anthropic released Fable 5.1, its most advanced model yet. The promises about what this model can do are quite extraordinary. Essentially, the idea is that you can tell this particular model what you want and it can do it for you. This sort of a promise made me curious. It also makes me think […]

A Tale of Two Prompt Injections: An Update on the Brazil Case

I originally wrote about this case in July. This post has more details and an update about further proceedings against the attorneys. Two lawyers in Pará, Brazil have been fined due to an attempt to use a prompt injection to impact the artificial intelligence reading their case. The case is ATOrd 0001062-55.2025.5.08.0130, decided on May […]

First Known Prompt Injection Attempt in a United States Court

A Connecticut judge sanctioned a pro se plaintiff on August 6 for hiding text in his court filings, instructions aimed at any artificial intelligence system that might read them, telling the AI to treat his position as correct. Judge Walter M. Spader, Jr. said he could not find another case like it in Connecticut or […]

I Don’t Blame Young People for Hating Generative AI

A colleague on Facebook shared an opinion piece to which I responded. As my response got a bit lengthy, I realized it would make a good blog post, so I turned it into one with a few changes. The piece is “I Helped Run Lululemon. Companies Need to Stop Kidding Themselves About A.I.” by Julie […]