[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
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You Can’t Count on Prompting Your Way Out of AI Dysfunction
By Ken Adams
[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)
By Ken Adams
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”
By Ken Adams
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
By Ken Adams
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…