Shows / Technically Legal - A Legal Technology and Innovation Podcast
Technically Legal - A Legal Technology and Innovation Podcast
Technically Legal is a legal tech podcast exploring 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. Our guests share their experiences and insights on how technology is reshaping legal operations, revolutionizing law firm practice, and driving the growth of innovative legal tech companies. We also explore the broader implication of technology on…
Episodes
Technically Legal - A Legal Technology and Innovation PodcastOn Future-Proofing Law Firms: The Rise of Private Equity and MSOs in Legal & Investing in Tech to Build Referral Networks (Glen Lerner)
Plaintiffs attorney Glen Lerner joins the podcast to discuss the business mechanics of running a national law firm and the growing influence of private equity…
Technically Legal - A Legal Technology and Innovation PodcastHow Plaintiffs Lawyers Can Unlock Law Firm Leverage With AI & Automation ( Jay Madheswaran - CEO Eve)
In this episode of Technically Legal, Jay Madheswaran, CEO of Eve, discusses his career path from the early days of Facebook to becoming a VC and investing in…
Technically Legal - A Legal Technology and Innovation PodcastBest of TL: Legal's Moment to Move Beyond AI Experimentation (Sabastian Niles, President & CLO Salesforce)
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…
Technically Legal - A Legal Technology and Innovation PodcastOn AI Evals, TAR vs. LLMs and What Will be Different Next Year - Aron Ahmadia (VP Applied Science, Relativity)
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…
Technically Legal - A Legal Technology and Innovation PodcastMoving Beyond the Billable Hour: Pricing Legal Work in the AI Age (Emily Logan Stedman - Husch Blackwell)
Emily Logan Stedman, commercial litigator at Husch Blackwell, discusses moving beyond the billable hour not just to modernize legal billing but to also…
Technically Legal - A Legal Technology and Innovation PodcastAI Regulation: Where it is and Where it Might (or Should) Go (Justin Wales CLO @ Crypto.com & Author of AI Legal Handbook)
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…
Technically Legal - A Legal Technology and Innovation PodcastFrom Managing Partner to Intel CLO: Career Lessons and Thoughts on Modern Legal Practice (April Miller Boise)
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…
Technically Legal - A Legal Technology and Innovation PodcastWhen Machines Have the Answers, Build Better Humans With AI Augmentation Not Automation (Vivienne Ming, Scientist, Professor, Author)
In this episode, theoretical neuroscientist Vivienne Ming discusses her new book, Robot Proof - When Machines Have All the Answers, Build Better People. The…
Technically Legal - A Legal Technology and Innovation PodcastInside Microsoft Legal: A Look at AI Use Built for Scale (Rebecca Anderson - Head of Legal EMEA Microsoft)
This episode features a discussion between host Chad Main and Rebecca Anderson, Head of Legal EMEA, Associate General Counsel at Microsoft, regarding the…
Technically Legal - A Legal Technology and Innovation PodcastCost, Speed and Quality - One Law Firm's Quest to Deliver All Three (Laurence Brown, Partner EIP and Head of Visser AI)
In this episode of Technically Legal, veteran patent lawyer Laurence Brown and Partner at the UK-based intellectual property firm EIP discusses the evolving…
Technically Legal - A Legal Technology and Innovation PodcastAffordable & Accessible: The Democratization of Legal Tech (Tyler Foreman VP of AI - Rocket Lawyer)
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…
Technically Legal - A Legal Technology and Innovation PodcastBuilding Software for Less: The Death of Expensive SaaS in the AI Era? (Nathan Wenzel - LegalOperatorAI)
We catch up with legal tech entrepreneur Nathan Wenzel to discuss his journey from founding and exiting SimpleLegal to launching his newest venture…
Technically Legal - A Legal Technology and Innovation PodcastThe Rise of the Legal Quants (Jamie Tso & Raymond Sun)
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"…
Technically Legal - A Legal Technology and Innovation PodcastThe AI Pilot is Over: Legal's Moment to Move Beyond Experiments and Avoid the Innovator's Dilemma (Sabastian Niles, President & CLO Salesforce)
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…
Technically Legal - A Legal Technology and Innovation PodcastAyana Dow on Updating Crypto Regulation and Preserving the Freedom to Build (Senior Counsel, Defi Education Fund)
Ayana Dow, Senior Counsel at the DeFi Education Fund (DEF) shares her unique career trajectory from Big Law and Capitol Hill to the forefront of decentralized…
Technically Legal - A Legal Technology and Innovation PodcastDescrybe's Quest to Democratize Legal Research (Kara Peterson & Richard DiBona)
Kara Peterson and Richard DiBona, the husband-and-wife co-founding team behind Descrybe, discuss the legal research platform they built designed to…
Technically Legal - A Legal Technology and Innovation PodcastThe Uberization of UPL? How AI Is Outpacing the Unauthorized Practice of Law (Ken Crutchfield, Bill Henderson, Jim Doppke)
The legal industry is not confronting a single disruption but a redistribution of work, capital, and regulation across a system under stress. The boundaries of…
Technically Legal - A Legal Technology and Innovation PodcastFrom Water Pistols to Tanks: Why Data Science is the Gold Standard to Counter Class Action Fraud (Donald Beshada, CEO, Covalynt)
Donald Beshada, former litigator turned legal tech entrepreneur and CEO of Covalynt shares his journey from big-law to the forefront of using data science in…
Technically Legal - A Legal Technology and Innovation PodcastStacking Legal Skills: How Stints at Big Law, Biz Dev and and Legal Ops Paved the Way to the C-Suite for Akshay Verma (COO, SpotDraft)
Akshay Verma, COO of SpotDraft explores his non-linear journey through the legal industry. From his early days as a big-law paralegal to lawyer to a business…
Technically Legal - A Legal Technology and Innovation PodcastThe Legal Ops Force Multiplier: How Nextdoor GC Sophia Contreras Schwartz Built a Lean Legal Team From Scratch
Sophia Contreras Schwartz, General Counsel at Nextdoor, discusses her unique journey of building a legal department from the ground up. Sophia discusses how…
Technically Legal - A Legal Technology and Innovation PodcastTokenization of Real World Assets: From Art to Real Estate to Private Equity (Lucas Moskowitz, General Counsel, Robinhood)
Lucas Moskowitz, General Counsel at Robinhood returns to the show to talk tokenization of Real World Assets and the current state of crypto legislation. Lucas…
Technically Legal - A Legal Technology and Innovation PodcastBridging Law Firm Silos: How Law Firms Can Maximize AI-Driven Cross-Selling (James Barclay, CEO Passle)
In this episode, James Barclay, CEO of Passle, discusses how legal technology is evolving to solve a big challenge in the legal industry: cross-selling. James…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2025: Building a Modern IP Infrastructure and Protecting Creators in the AI Age (Andrea Muttoni - President Story Foundation)
One of the most listened to episodes in 2025 featured a conversation with Andrea Muttoni, President of Story Protocol. The discussion explores how blockchain…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2025 - From IP Lawyer to Investor to CEO to Legal Ecosystem Builder (Avaneesh Marwaha, Litera CEO)
Avaneesh Marwaha, the CEO of Litera, visits the show to discuss his journey from IP lawyer to becoming a legal tech CEO and investor. He discusses the…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2025 - Benchmarking Legal AI: Measuring the Delta Between Man and Machine (Anna Guo Legalbenchmarks.ai)
In one of the most popular episodes of the year, Legalbenchmarks.ai Founder Anna Guo discusses her organization's research that tests whether artificial…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2025: Building and Documenting Better Legal Workflows: Insights from Systemology Author David Jenyns
In the most listened to episode of 2025, author of "Systemology" and business systems expert, David Jenyns, discusses the importance of systemizing business…
Technically Legal - A Legal Technology and Innovation PodcastFuture-Proofing Legal Ops: AI Literacy, Innovation and Augmentation (Meredith Kildow, President Consilio)
Meredith Kildow, President of Consilio discusses her career path from finance to leading global operations and delivery for one of the largest companies in the…
Technically Legal - A Legal Technology and Innovation PodcastBeyond ChatGPT: Why In-House Counsel Need Purpose Built AI (Cecilia Ziniti, CEO - GC AI)
This episode features a conversation with Cecilia Ziniti, Co-Founder and CEO of GC.AI. Cecilia traces her career from early the early days of the internet to…
Technically Legal - A Legal Technology and Innovation PodcastFrom 'No' to 'Go': How AI Guardrails Drive Trust, Enabling Legal to be a Business Accelerant, Not Blocker (Sabastian Niles, Salesforce President & CLO)
In this episode, Sabastian Niles, President and Chief Legal Officer at Salesforce, takes a deep dive into the intersection of corporate strategy, in-house…
Technically Legal - A Legal Technology and Innovation PodcastBenchmarking Legal AI: Measuring the Delta Between Man and Machine (Anna Guo Legalbenchmarks.ai)
Is artificial intelligence custom-made for legal tasks better than general AI tools like Google Gemini and ChatGPT? That is the topic of this episode featuring…
Technically Legal - A Legal Technology and Innovation PodcastWant to be a Crypto Lawyer? Rule # 1: Use the Technology. Rule #2: Beware of Hyper-Specialization (Justin Wales-Head of Legal, Crypto.com & Author of Crypto Legal Handbook)
Justin Wales, Head of Legal for the Americas at Crypto.com, and author of The Crypto Legal Handbook visits the show to provide his unique perspective on…
Technically Legal - A Legal Technology and Innovation PodcastThe Business of Law: From IP Lawyer to Investor to CEO to Legal Tech Ecosystem Builder (Avaneesh Marwaha, Litera CEO)
Avaneesh Marwaha, the CEO of Litera, visits the show to discuss his journey from IP lawyer to becoming a legal tech CEO and investor. He discusses the…
Technically Legal - A Legal Technology and Innovation PodcastBen Chiriboga (Nexl) on Legal Tech, Innovation, and the Future of Law
A conversation with Ben Chiriboga, Chief Growth Officer at legal CRM company Nexl and host of the This Legal Life podcast. Ben shares his journey from a…
Technically Legal - A Legal Technology and Innovation PodcastDo What the Bots Cannot: How AI Is Reshaping Legal Marketing, Data Analysis and Biz Dev, But Not the Human Connection (Gyi Tsakalakis, AttorneySync)
We welcome back legal marketing expert Gyi Tsakalakis, President of AttorneySync and host of the Lunch Hour Legal Marketing podcast. Five years after Gyi's…
Technically Legal - A Legal Technology and Innovation PodcastStory Protocol: Building a Modern IP Infrastructure and Protecting Creators in the AI Age (Andrea Muttoni - President Story Foundation)
This episode features a conversation with Andrea Muttoni, President of Story Protocol. The discussion explores how blockchain technology is being used as a…
Technically Legal - A Legal Technology and Innovation PodcastNelson Rosario on Decentralized AI: An Alternative to Big Tech or a Complimentary Approach?
Crypto lawyer Nelson Rosario returns to the show to discuss the evolving landscape of decentralized AI and his role as General Counsel for the the Advanced AI…
Technically Legal - A Legal Technology and Innovation PodcastThe "Blueprint" for Authenticity: How Official AI Protects Image and Likeness in the Digital Age (Dave Siegfried, CEO)
In this episode, Dave Siegfried discusses the company he heads, Official AI -- a company focused on helping its customers create and verify authentic AI…
Technically Legal - A Legal Technology and Innovation PodcastHow a Start-Up's Legal Bills Led to Spellbook, an AI Co-Pilot for Transactional Lawyers (Scott Stevenson - Co-Founder)
This episode is a conversation with Spellbook co-founder Scott Stevenson about intersection of technology and creativity. Spellbook is a AI contract co-pilot…
Technically Legal - A Legal Technology and Innovation PodcastMinerva 26 CEO Kelly Twigger on Leading E-Discovery into the AI Age
A conversation with Kelly Twigger, an E-Discovery veteran and founder of ESI Attorneys and Minerva26. Kelly shares her journey into E-Discovery, stemming from…
Technically Legal - A Legal Technology and Innovation PodcastAffordable Legal Help: How a Non-Profit Law Firm is Answering the Call (Kamron Graham, Executive Director, The Commons Law Center)(Replay)
Studies determined that at least one litigant does not have a lawyer in 75% of civil cases in the United States. The number is even higher when it comes to…
Technically Legal - A Legal Technology and Innovation PodcastFrom Paper Routes to Tech Routes: Helm360 CEO Bim Dave's Unique Path in the Legal Industry
A conversation with Bim Dave, CEO of Helm 360, a consultancy focused on helping law firms optimize technology investments. Bim shares his experience in the…
Technically Legal - A Legal Technology and Innovation PodcastFunding Legal's Future: As Legal Tech Matures, What Attracts Investors? (Yelena Shkolnik - Jump Capital)
A conversation with Yelena Shkolnik, a partner at Jump Capital, a venture capital firm with growing interest in legal tech companies. Yelena shares her journey…
Technically Legal - A Legal Technology and Innovation PodcastFrom Bail Hearings to Blockchain Believer and Advocate: DeFi Education Fund's Amanda Tuminelli (CLO)(Replay)
Amanda Tuminelli, Chief Legal Officer for the DeFI Education Fund, visited the podcast in September to discuss her crypto journey, her role with the…
Technically Legal - A Legal Technology and Innovation PodcastBuilding and Documenting Better Legal Workflows: Insights from Systemology Author David Jenyns
In this episode, author of "Systemology" and business systems expert, David Jenyns, discusses the importance of systemizing business processes, even in the…
Technically Legal - A Legal Technology and Innovation PodcastHow a Legal Powerhouse Maintains Its Edge in an Evolving Tech World (Sean Fitzpatrick, CEO LexisNexis North America, UK & Ireland)
A conversation with Sean Fitzpatrick, CEO of LexisNexis, North America, UK, and Ireland. Fitzpatrick discusses how LexisNexis is integrating AI into its…
Technically Legal - A Legal Technology and Innovation PodcastElement Standard: Building Client Trust Through Litigation Transparency (Jaron Luttich - CEO)
A conversation with Jaron Luttich, co-founder of Element Standard, a legal tech startup designed to bring transparency and organization to litigation. Jaron…
Technically Legal - A Legal Technology and Innovation PodcastRevolutionizing Dispute Resolution: AAA's Acquisition of ODR.com; The Future of AI-Powered Arbitration (Best of Replay)
This episode involves two people with very distinguished careers. Bridget M. McCormack who now heads the American Arbitration Association (AAA) and Colin Rule…
Technically Legal - A Legal Technology and Innovation PodcastThe Future of Real Estate is Here (and It's on Blockchain) -Daniel Rollingher (GC Fabrica)
This episode features Daniel Rollingher, co-founder of Fabrica, a company leveraging blockchain technology to revolutionize real estate ownership. Rollingher…
Technically Legal - A Legal Technology and Innovation PodcastFrom Tractors to Timekeeping: Jack Weinberger's (CEO Ajax) Legal Tech Journey
Jack Weinberger, co-founder of Ajax, a legal tech app that handles timekeeping for lawyers, shares his unconventional journey from finance to legal tech. Jack…
Technically Legal - A Legal Technology and Innovation PodcastFrom Athlete to AI: Summize CEO's Legal Tech Entrepreneurial Journey (Tom Dunlop)
This episode features Tom Dunlop, founder of Summize, a contract lifecycle management (CLM) platform. Tom discusses his unique path to founding Summize, from…
Technically Legal - A Legal Technology and Innovation PodcastConnecting Main Street to Wall Street: How Data Driven Financial Regulation and Emerging Tech Like Crypto Can Help Bridge the Gap (Lucas Moskowitz - GC, Robinhood) (Replay)
A conversation with Lucas Moskowitz, General Counsel for financial services company Robinhood. Launched in 2013, Robinhood's stated mission is to "democratize…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2024: Can AltFee Kill the Billable Hour and Bring Transparency to Legal Billing? (Scott & Digby Leigh)
In this Best of 2024 episode, we revisit our conversation with Scott and Digby Leigh, founders of AltFee—a legal tech startup tackling one of the industry's…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2024: Investing in Legal Tech and the Ingredients of a Successful Start-Up (Zach Posner, The LegalTech Fund)
What does it take to build a successful legal tech startup? In this Best of 2024 episode, we revisit our conversation with Zach Posner, co-founder of the…
Technically Legal - A Legal Technology and Innovation PodcastBest of 2024: Using Agile Project Management to Streamline Legal Workflows (John Grant, The Agile Attorney)
In one of the most popular episodes of 2024, John Grant talks about how legal teams can adopt Agile and Kanban project management methodologies to optimize…
Technically Legal - A Legal Technology and Innovation PodcastBeyond Billable Hours: Flatiron's Conrad Everhard on a Fixed-Fee and Tech Based Approach to M&A
Conrad Everhard, founder of Flatiron Law Group discusses his career trajectory from Georgetown University to becoming a partner at Big Law firms Jones Day and…
Technically Legal - A Legal Technology and Innovation PodcastAn Inside Look at How Atlassian Uses Its Own Tools to Power Legal Workflows and Encourages Thoughtful Adoption of AI (Stan Shepard, General Counsel)
This episode features Stan Shepard, General Counsel of Atlassian, a leading provider of team productivity and collaboration software. Stan discusses his unique…
Technically Legal - A Legal Technology and Innovation Podcast100-Day Dispute Resolution: New Era ADR is Changing the Game (Rich Lee, CEO)
New Era ADR CEO Rich Lee makes a return appearance to Technically Legal to talk about the company's cutting-edge platform revolutionizing dispute resolution…
Technically Legal - A Legal Technology and Innovation PodcastTransforming Mobile Device Forensics: A Conversation with ModeOne CEO Matthew Rasmussen
This episode features Matthew Rasmussen, Founder and CEO of ModeOne, which is an app that provides targeted smart phone data discovery. Matt discusses his…
Technically Legal - A Legal Technology and Innovation PodcastFrom Law Firm to Legal Tech Entrepreneur: Why ClaimData's Jason Heinze Gave Up Legal Practice to Create an App
Jason Heinze originally wanted to be an architect but got into disability law after taking over his father in law's practice. To establish his client's…