I think it was in 2024 that I first encountered someone asking AI to revise contract language to reflect the guidelines in A Manual of Style for Contract Drafting. (See this blog post.) Well, I’m hearing that increasingly often. Three examples: My first example is the screenshot below of a March 2026 exchange of comments
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Contracts Are Slop, and Most Organizations Don’t Care
Are you familiar with Eugene Healy? He’s a “brand strategy consultant.” His short videos on trends in branding somehow manage to be relevant to contracts. Although I’m sure most of his readers are found elsewhere, he deigns to post on LinkedIn. This post is about how “It’s time to stop blaming AI for slop. It’s…
You Can’t Prompt Your Way Out of AI Dysfunction
[Extensively revised on 11 September 2025] Recently I saw on LinkedIn, in this post by Kara Dowdall, the following assessment of a contract: This assessment was generated by artificial intelligence. Or more specifically, by Claude, from Anthropic. I have no views on what it says. Instead, what caught my eye is how many abstract nouns…
You Can’t Count on Prompting Your Way Out of AI Dysfunction
[Revised on 11 September 2025 to change the title and the text. The original title was If AI Gets One Thing Wrong, It Might Get Other Stuff Wrong.] Recently I saw on LinkedIn, in this post by Kara Dowdall, the following assessment of a contract: This assessment was generated by artificial intelligence. Or more specifically,…
For Readers in Asia: For Contract Drafting, AI Is No Substitute for Knowledge (Plus News of Presentations in Asia)
One of my corporate partners, Thomson Reuters Asia, is contemplating something old-fashioned—having me do Drafting Clearer Contracts presentations in Hong Kong, Singapore, Jakarta, Bangkok, Manila, and Mumbai (details below). Yes—really. I offer Drafting Clearer Contracts training online, but in-person presentations can be more fun. But my contact at TR tells me that some potential participants…
ChatGPT Does “A Manual of Style for Contract Drafting”
At the recent ACC annual meeting, Adrian Goss—whom I first met a dozen years ago on a trip to Australia—told me he had uploaded some miscellaneous-provisions stuff from Practical Law and asked ChatGPT to redraft it so it complies with the guidelines in A Manual of Style for Contract Drafting. In this 2023 blog post,…
Questionable Drafting in a Generative-AI Redline
I’ve written previously about conceptual shortcomings in relying on generative artificial intelligence to mark changes in the other side’s draft, commonly known as “redlining” (see this blog post and this blog post). Now, let’s look at a more basic problem: erratic drafting choices. This post is about one example of that. Recently the contract-lifecycle-management vendor…