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
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Ryan McClead on Writing With Claude and What AI Agents Mean for Legal Work
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.
Your New AI Colleague – A Field Guide to the AI That’s Going to Do Your Job
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 voice, argued with me about word choices, restructured chapters when our argument was
Your New AI Colleague – A Field Guide to the AI That’s Going to Do Your Job
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 voice, argued with me about word choices, restructured chapters when our argument was
The Token Cost Panic Is Wrong. Here Is the Math.
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
Some Technical Questions About SCOTUS AI
[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
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 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,
Keith Maziarek on AI, Pricing, and the New Economics of Legal Work
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
Flatiron Law Group’s Lennie Nuara on Talent-First AI, M&A Workflows, and the Future of Legal Practice
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
Shadow UX and the Upcoming Fight over Legal Research
I have a prediction that I want to share with you. This is something that I envision happening just a few short weeks from now. I imagine seeing an associate at a law firm doing something that will make every product manager at Thomson Reuters and LexisNexis choke on their morning coffee. She has a
Orbital CTO Andrew Thompson on Practice Area AI, Real Estate Law, and the Future of Legal Work
This week on The Geek in Review, we talk with Andrew Thompson, CTO of Orbital, about why legal AI built for a specific practice area has a strong claim in a market crowded by general-purpose models. Thompson explains how Orbital focuses on real estate law, using AI, spatial intelligence, and legal workflow design
Spoiler Alert: Legal Marketing’s Next Evolution is Agentic and Product-Led –
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
Greg Mazares Sr. on AI, E-Discovery, and the Future of Human-Led Legal Services
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
The Latest AI Revolution Just Showed Up in Your Word Doc.
I’ll be the first to admit it. Back on February 5th, when Anthropic dropped Claude Opus 4.6 and OpenAI fired back with GPT-5.3 Codex on the same day, I was right there geeking out with everyone else. A million-token context window! A model that helped build itself! People were calling it the “Kendrick vs. Drake”
CounselLink’s Kris Satkunas on Rising Legal Spend, Law Firm Rates, and the Future of Value-Based Pricing
This week on The Geek in Review, we talk with Kristina Satkunas of CounselLink about what the numbers are saying in a legal market that still talks about change while clinging hard to old billing habits. Kris discusses the hard data behind outside counsel spend, drawing on CounselLink invoice data and Harbor survey results to
From Document Review to Fact Intelligence, Gregory Mostyn on How Wexler.ai Is Reshaping Litigation
This week on The Geek in Review, we talk with Gregory Mostyn, CEO of Wexler.ai, about how his company is building a sharper form of legal AI for litigation. In a market crowded with broad platforms that aim to handle every legal task at once, Mostyn describes Wexler as a focused system built