This week on The Geek in Review, we talk with Abdi Shayesteh, CEO of AltaClaro, and Jeanine Conley Daves, Littler’s New York office managing shareholder, about a different question in the legal AI conversation. Instead of asking whether AI will write the brief, summarize the contract, or replace the junior associate, they focus on whether AI might…
Continue Reading The Flight Simulator for Lawyers: Abdi Shayesteh and Jeanine Conley Daves on AI, Deliberate Practice, and the Future of Legal Training

This week on The Geek in Review, we talk with Ryan McClead of Sente Advisors about his new book on AI agents, written in collaboration with Claude. McClead explains how a short best practices guide grew into a full book after his work with Claude Cowork revealed something larger than tool tips or prompt advice. The result is part field…
Continue Reading Ryan McClead on Writing With Claude and What AI Agents Mean for Legal Work

I just spent five weeks writing a book with an AI. Not prompting it and cleaning up the output. Writing with it — the way you write with a co-author. The AI read a bunch of my earlier blog posts, absorbed my…
Continue Reading Your New AI Colleague – A Field Guide to the AI That’s Going to Do Your Job

There is a growing chorus of voices in legal AI telling you to be very, very worried about the cost of tokens. Stanford says agentic AI uses 1,000 times more tokens than a chat query. Bloomberg Law says the subsidies are ending and the meter is about to start. A company called Portal26 just launched an entire product category —…
Continue Reading The Token Cost Panic Is Wrong. Here Is the Math.

[Ed. Note: Please welcome University of Texas Law Professor John Greil as our Guest Blogger. – GL]Neal Katyal’s TED Talk detailing the role of AI in the tariffs case has drawn substantial attention in the legal world, including an annotated transcript; Bloomberg Law reporting the “blowback,” and David Lat providing an on-the-record response from Mr. Katyal.
I’d like to…
Continue Reading Some Technical Questions About SCOTUS AI

This week on The Geek in Review, we talk with Alex Su and Andy Chagui of Latitude about the shifting economics of law firm talent, the rise of flexible legal staffing, and the pressure AI is placing on traditional leverage models. Su, known across legal circles for his sharp commentary and creative legal industry videos, brings his background as a…
Continue Reading Alex Su and Andy Chagui on Flexible Legal Talent, AI Pressure, and the Future of Law Firm Leverage

This week on The Geek in Review, we talk with Keith Maziarek, founder of Lucratic Method and Bodhi Solutions, about the shifting economics of legal work, AI’s impact on pricing, and why law firms and clients need better commercial conversations. Keith brings more than two decades of experience in pricing, profitability, legal project management, and business-of-law strategy from…
Continue Reading Keith Maziarek on AI, Pricing, and the New Economics of Legal Work

This week on The Geek in Review, we talk with Lennie Nuara, co-founder of Flatiron Law Group, about what it means to build a talent-first, AI-powered legal practice. Nuara brings a rare mix of lawyer, technologist, operator, and systems thinker to the conversation, drawing from decades of experience using technology to improve legal work, from early portable computers…
Continue Reading Flatiron Law Group’s Lennie Nuara on Talent-First AI, M&A Workflows, and the Future of Legal Practice

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Continue Reading Orbital CTO Andrew Thompson on Practice Area AI, Real Estate Law, and the Future of Legal Work

Earlier this week, I attended the 2026 Legal Marketing Association Annual Conference  in New Orleans. By all accounts, it was a success—great energy, strong attendance, and a clear signal that legal marketing is in the middle of a real transformation.The sessions reflected it: legal operations, client intelligence, AI, change management, video. The conversation in every room was heightened…
Continue Reading Spoiler Alert: Legal Marketing’s Next Evolution is Agentic and Product-Led –

This week on The Geek in Review, we talk with Greg Mazares Sr., CEO of Purpose Legal, about what it takes to lead through one of the most important transition periods in legal services. Drawing on decades of experience across business, litigation support, and e-discovery, Mazares brings a steady, practical view to a market flooded with AI claims and rapid…
Continue Reading Greg Mazares Sr. on AI, E-Discovery, and the Future of Human-Led Legal Services