Jack Shepherd·Oct 23, 2025Knowledge management: do law firms need to curate?Short answer: yes, if you want easier access to better quality knowledge
Jack Shepherd·Mar 3, 2025AI, process design and benchmarkingAI is only as useful as the process it is contained within. This is why we need to benchmark processes as well as AI components
Jack Shepherd·Feb 19, 2025Legal Tech, AI, and Automating Our Brains: Striking the Right BalanceWhy we need to know why people do things the way we do them now, before we start automating them…automate my keyboard clicks, not my brain
Jack Shepherd·Feb 10, 2025AI + legal: use cases, data quality, gold nuggets and answering questionsIn this article, I talk about the importance of use cases, data quality and suitability of AI for a given application in any legal AI tool
Jack Shepherd·Nov 22, 2024AI agents are exciting but not a silver bulletTwo years have gone by since ChatGPT captivated the world. Upon its initial release, everyone was amazed by its seemingly magical ability…
Jack Shepherd·Nov 19, 2024Generative AI in the legal industry: is accuracy everything?Accuracy might not matter as much as you think it does…
Jack Shepherd·Mar 28, 2024Why I built my own personal productivity tool…Early on in my legal career, I dropped the ball regularly. I didn’t do tasks I had promised to do. I asked questions that had already been…
Jack Shepherd·Jan 9, 2024The importance of use cases for AI in legal and how to discover themComments such as “did you even speak to anyone about this”, “this just doesn’t work”, or “it’s just another IT project” are commonplace in…A response icon1A response icon1
Jack Shepherd·Dec 5, 2023Old Ways of Accessing Knowledge + Generative AIIn this article I make the argument that generative AI capabilities will complement but not replace existing methods of accessing…
Jack Shepherd·Nov 1, 2023Lawyers: how much should you rely on AI to make first drafts?Note — this article is not really about contracts. This article is about the (in my view, rather limited) circumstances in which lawyers…A response icon1A response icon1