Home Podcasts Technically Legal - A Legal Technology and Innovation Podcast
Technically Legal - A Legal Technology and Innovation Podcast

Technically Legal - A Legal Technology and Innovation Podcast

Percipient - Chad Main 100 Episodes Oct 1, 2026

Technically Legal is a legal tech podcast that explores how technology is transforming the legal landscape. Each episode features insightful interviews with legal innovators, tech pioneers, and forward-thinking educators who are leading this change. The podcast covers topics such as legal operations, law firm practice, and the growth of legal tech companies. Hosted by Chad Main, an attorney and founder of Percipient, a tech-enabled legal services provider.

Episodes

Best of TL: Legal's Moment to Move Beyond AI Experimentation (Sabastian Niles, President & CLO Salesforce)
Best of TL: Legal's Moment to Move Beyond AI Experimentation (Sabastian Niles, President & CLO Salesforce) Oct 1, 2026 40:18 We welcome back Sabastian Niles, President and Chief Legal Officer at Salesforce, to discuss his recent "Open Letter to Law Firms." As the legal industry hits a critical inflection point, Sabastian argues that the era of "AI theater" and small-scale pilots is over. The conversation dives deep into the Innovator's Dilemma facing law firms, the shift toward agentic AI, and how firms must reimagine
On AI Evals, TAR vs. LLMs and What Will be Different Next Year - Aron Ahmadia (VP Applied Science, Relativity)
On AI Evals, TAR vs. LLMs and What Will be Different Next Year - Aron Ahmadia (VP Applied Science, Relativity) Sep 17, 2026 41:55 In advance of this year's RelFest in Chicago, Aron Ahmadia, Vice President of Applied Science at Relativity, joins the podcast to discuss AI evaluation, AI benchmarking and the transition from traditional Technology Assisted Review (TAR) to generative AI in legal document review and eDiscovery. The conversation covers the daily operations of a global AI team, the concept of "evaluation as a produc
Moving Beyond the Billable Hour: Pricing Legal Work in the AI Age (Emily Logan Stedman - Husch Blackwell)
Moving Beyond the Billable Hour: Pricing Legal Work in the AI Age (Emily Logan Stedman - Husch Blackwell) Sep 3, 2026 32:53 Emily Logan Stedman, commercial litigator at Husch Blackwell, discusses moving beyond the billable hour not just to modernize legal billing but to also prioritize lawyer well-being. The conversation explores the practical steps required to transition traditional litigation models toward Alternative Fee Arrangements (AFAs). Emily details her methodical approach to utilizing secure legal AI tools to
AI Regulation: Where it is and Where it Might (or Should) Go (Justin Wales CLO @ Crypto.com & Author of AI Legal Handbook)
AI Regulation: Where it is and Where it Might (or Should) Go (Justin Wales CLO @ Crypto.com & Author of AI Legal Handbook) Aug 20, 2026 34:07 In this episode, Justin Wales, Chief Legal Officer for Crypto.com makes a second visit to the podcast. This time around, he discusses his new book, The AI Legal Handbook, the emerging regulatory landscape, liability frameworks, and practical applications of artificial intelligence. Justin outlines how attorneys and regulators should approach modern AI models, the mechanics behind AI, and the effec
From Managing Partner to Intel CLO: Career Lessons and Thoughts on Modern Legal Practice (April Miller Boise)
From Managing Partner to Intel CLO: Career Lessons and Thoughts on Modern Legal Practice (April Miller Boise) Aug 6, 2026 31:50 In this episode April Miller Boise, with stints as Chief Legal Officer at Intel and managing partner at Thompson Hine, shares insights from her career. The conversation explores the shifting dynamics between corporate legal departments and outside counsel and the necessity of embracing legal technology. April also provides advice for junior lawyers on developing long-term expertise and trusted rel
When Machines Have the Answers, Build Better Humans With AI Augmentation Not Automation (Vivienne Ming, Scientist, Professor, Author)
When Machines Have the Answers, Build Better Humans With AI Augmentation Not Automation (Vivienne Ming, Scientist, Professor, Author) Jul 23, 2026 50:20 In this episode, theoretical neuroscientist Vivienne Ming discusses her new book, Robot Proof - When Machines Have All the Answers, Build Better People.  The conversation examines the intersection of artificial intelligence and knowledge work, exploring how professionals can adapt to an increasingly automated economy. The discussion contrasts the limitations of basic AI task automation with the ad
Inside Microsoft Legal: A Look at AI Use Built for Scale (Rebecca Anderson - Head of Legal EMEA Microsoft)
Inside Microsoft Legal: A Look at AI Use Built for Scale (Rebecca Anderson - Head of Legal EMEA Microsoft) Jul 9, 2026 30:07 This episode features a discussion between host Chad Main and Rebecca Anderson, Head of Legal EMEA, Associate General Counsel at Microsoft, regarding the integration of artificial intelligence in corporate legal departments. The conversation covers Rebecca's career progression from a law firm associate to an international in-house counsel role. The core of the discussion examines Microsoft's inter
Cost, Speed and Quality - One Law Firm's Quest to Deliver All Three (Laurence Brown, Partner EIP and Head of Visser AI)
Cost, Speed and Quality - One Law Firm's Quest to Deliver All Three (Laurence Brown, Partner EIP and Head of Visser AI) Jun 25, 2026 29:59 In this episode of Technically Legal, veteran patent lawyer Laurence Brown and Partner at the UK-based intellectual property firm EIP discusses the evolving concept of the "AI-native" law firm and how EIP is actively navigating this transition through their hybrid intelligence service, Visser AI.   Laurence shares insights from his 25-year career, discussing how EIP uniquely integrates litigators
Affordable & Accessible: The Democratization of Legal Tech (Tyler Foreman VP of AI - Rocket Lawyer)
Affordable & Accessible: The Democratization of Legal Tech (Tyler Foreman VP of AI - Rocket Lawyer) Jun 11, 2026 31:59 Tyler Foreman, the Vice President of AI at Rocket Lawyer, joins the show to discuss the intersection of artificial intelligence and the legal industry. Foreman shares his untraditional legal tech career path, spanning engineering at Intel, drone data analytics, and ultimately making the move to legal via contract lifecycle management (CLM) at DocuSign, before diving into his current work at Rocket
Building Software for Less: The Death of Expensive SaaS in the AI Era? (Nathan Wenzel - LegalOperatorAI)
Building Software for Less: The Death of Expensive SaaS in the AI Era? (Nathan Wenzel - LegalOperatorAI) May 28, 2026 51:29 We catch up with legal tech entrepreneur Nathan Wenzel to discuss his journey from founding and exiting SimpleLegal to launching his newest venture, LegalOperator.ai (formerly Lexiomatic). Nathan shares insights on the evolution of private equity (PE) structures, the shifting economics of the enterprise software market, and how artificial intelligence is disrupting traditional software development
The Rise of the Legal Quants (Jamie Tso & Raymond Sun)
The Rise of the Legal Quants (Jamie Tso & Raymond Sun) May 14, 2026 34:54 Jamie Tso and Ray Sun, the founders of LegalQuants, discuss a fundamental shift in the legal profession: the transition from legal engineering to "legal quant" work. The conversation explores how technically fluent lawyers are using vibe coding, frontier AI models, and first-principles thinking to move beyond mere efficiency and toward the complete redesign of legal services. Jamie and Ray share t
The AI Pilot is Over: Legal's Moment to Move Beyond Experiments and Avoid the Innovator's Dilemma (Sabastian Niles, President & CLO Salesforce)
The AI Pilot is Over: Legal's Moment to Move Beyond Experiments and Avoid the Innovator's Dilemma (Sabastian Niles, President & CLO Salesforce) Apr 30, 2026 40:18 We welcome back Sabastian Niles, President and Chief Legal Officer at Salesforce, to discuss his recent "Open Letter to Law Firms." As the legal industry hits a critical inflection point, Sabastian argues that the era of "AI theater" and small-scale pilots is over. The conversation dives deep into the Innovator's Dilemma facing law firms, the shift toward agentic AI, and how firms must reimagine t

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