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This podcast is designed to offer ideas, guidance, and perspectives on how to effectively navigate a perpetually shifting professional landscape, with a unique focus on the legal industry and the technology that is driving its evolution.
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- Mixtape: ILTACON 2026 · 11 min. · Episode 607Ari Kaplan speaks with the following leaders at the 2026 International Legal Technology Association Annual Conference: Faith Benson, Vice President of Marketing, SimplyAgreeRoss…
- Building a Hospitality Culture on Long Beach Island · 12 min. · Episode 606I spoke with Pete Palladino, the Director of Restaurant & Hotel Operations-NJ at Fearless Restaurants, about running Daddy-O, among other properties on Long Beach Island. We…
- Salesforce Chief Legal Officer's Masterclass on AI's Transformation of the Legal Profession · 24 min. · Episode 601I spoke with Sabastian Niles, the President and Chief Legal Officer at Salesforce. We discussed how corporate legal teams can leverage agentic AI, how to balance being AI-first…
- Where IP Professionals Are Realizing the Greatest Benefits from AI · 15 min. · Episode 602I spoke with Frederic Beylier, the CEO of Questel, a provider of intellectual property solutions, including AI-powered modular software and expert services. We discussed how AI…
- What Meaningful AI Adoption Looks Like Inside a Law Firm · 18 min. · Episode 597I spoke with Jeny Maier and Rachael Philbin, the Managing Partner and the new Chief Innovation Officer, respectively, at Axinn LLP, a law firm focused on antitrust, intellectual…
- Becoming a Next Level Law Firm Leader · 15 min. · Episode 604I spoke with Debbie Foster, CEO, and Stephanie Everett, Chief Growth Officer, at Affinity Consulting Group, about their new book "Be a Next Level Leader: The Four Cornerstones of…
- Why the Next Competitive Advantage in the AI Era is Partnership, Not Just Technology · 14 min. · Episode 603I spoke with Tony Muljadi, the General Manager of Large Law at LexisNexis. We discussed how law firms are adapting their AI strategy from novelty to expectation, why integrating…
- The Value of Proprietary Content in an AI Era · 10 min. · Episode 598I spoke with Sean Fitzpatrick, the CEO of LexisNexis’s legal business, where he leads strategy, growth, product innovation, and operations. We discussed the value of proprietary…
- Best Practices for Hiring Legal Executives · 13 min. · Episode 609I spoke with Jonathan Friedman, the Founder and Managing Partner of Friedman Williams, a specialized recruiting firm serving law firms and corporate organizations across legal…
- Great Advice for Legal Tech Founders · 18 min. · Episode 610I spoke with Ed Walters, the Vice President of Legal Innovation and Strategy at Clio. We discussed the market for legal AI tools, best practices for selecting the right tool for…
- A Field Guide to the AI That's Going to Do Your Job · 18 min. · Episode 608I spoke with Ryan McClead, the co-founder of Sente Advisors, a legal technology innovation consultancy that works with knowledge management and innovation teams at large law…
- Leadership Perspectives From RelFest London 2026 · 14 min. · Episode 590I was fortunate to attend RelFest London 2026 and speak with the following leaders at Relativity: Chris Brown, Chief Product OfficerGeorgia Foster, Managing Director and VP…
- *Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 59 · 23 min. · Episode 592In this 59th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed Lexpo 2026, learning from AI use cases, and attending…
- Where Legal Teams Are Succeeding With AI and Where They Are Still Facing Challenges · 15 min. · Episode 600I spoke with Collen Steffen, the Founder and President of Project Fortress, a legal operations platform for midsize and large law firms and corporate legal departments. We…
- How Law Department Leaders Are Balancing Speed, Governance, and Trust in an AI-enabled Era of Legal Services · 14 min. · Episode 599I spoke with Lexi Lutz, the General Counsel at Summize, a provider of AI-powered contract lifecycle management software. We discussed how law department leaders are balancing…
- Overcoming the Barriers Preventing Legal Departments From Operationalizing AI · 11 min. · Episode 593I spoke with Dean Sonderegger, the new Senior Vice President and General Manager of Wolters Kluwer ELM Solutions. We discussed the state of AI adoption in corporate legal…
- Legal Data Preservation Within ChatGPT and Claude · 11 min. · Episode 594I spoke with Kyle Kelly, the Founder and CEO of Zubu AI, which is an in-place data collection and preservation tool for litigation. We discussed the importance of in-place…
- *Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 58 · 11 min. · Episode 591In this 58th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the 2026 CLOC Global Institute, revisiting law firm…
- LexisNexis AI Symposium Charts Transformative Change · 22 min. · Episode 580I spoke with Nik Reed, the chief executive officer of Knowable and VP of AI Product at LexisNexis, and Roland Vogl, the executive director and co-founder of CodeX at the Stanford…
- Perspectives From the 2nd Annual SS&C Intralinks AI Bootcamp · 4 min. · Episode 588I spoke with Torben Rankine, the Director of Corporate Sales at SS&C Intralinks, following the company's 2nd Annual AI Bootcamp on Tuesday, May 19, 2026. We discussed how…
- 2026 Corporate Legal Operations Consortium Global Institute Mixtape · 12 min. · Episode 589It was a privilege to interview these leaders for this Reinventing Professionals mixtape at the 2026 Corporate Legal Operations Consortium Global Institute: Saad Ahmed…
- Why Consistency, Context, and Authority are the Foundations of AI-Ready Knowledge · 12 min. · Episode 596I spoke with Katya Linossi and Gabriel Karawani, the Co-Founders of ClearPeople, the maker of Atlas, an intelligent knowledge platform for Microsoft 365 and the knowledge layer…
- The Legora ROI Report and How Law Firms Quantify the ROI of Their Legal AI Investments · 12 min. · Episode 595I spoke with Kyle Poe, the Vice President of Legal Innovation & Strategy at Legora, a legal AI platform for law firms and legal departments. We discussed how law firms quantify…
- Flex Legal Talent and How Lawyers Can Position Themselves to Succeed in 2026 · 14 min. · Episode 587I spoke with Kyle Robisch, a partner at Latitude Legal, a provider of flexible legal talent, and founder of its Tampa office. We discussed the value of flex legal talent, how AI…
- *Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 57 · 27 min. · Episode 585In this 57th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the emergence of AI-first law firms, Claude for Legal…
- Why Law Firms Struggle with Profitability Even When Revenue Looks Strong · 11 min. · Episode 586I spoke with John Jakovenko, the founder of Jakovenko Group, a law firm consulting company focused on operational excellence, financial clarity, and scalable growth. We discussed…
- The Value of Moving from Intuition-Based Decisions to Evidence-Based Planning in High-Stakes Litigation · 15 min. · Episode 584I spoke with Adam Masarek, a lawyer, epidemiologist, and the Legal Marketing Manager for Lex Machina®, the LexisNexis® Legal Analytics® platform. We discussed how complex…
- How AI Has Affected the Responsibilities of a Law Firm IT Leader · 14 min. · Episode 583I spoke with Tony McKenna, the Chief Information Officer at Lawfront, a group of regional law firms focused on providing legal services in the UK. We discussed how Lawfront…
- Vibecoding Legal Work · 15 min. · Episode 582I spoke with Matt Pollins, the Co-Founder and Chief Product Officer at Lupl, a work management platform for attorneys and agent teams. He is also the Co-Founder of Vibecode.law…
- How AI is Changing the Way Legal Work is Structured, Priced, and Delivered · 16 min. · Episode 581I spoke with David Solomon and Joe Tiano, the CEO and Co-Founder, respectively, at Legal Decoder, a legal spend analytics platform. We discussed how Legal Decoder’s analytics…
- The Importance of Trust and Accuracy in AI-Powered Document Analysis · 14 min. · Episode 575I spoke with Vicente Silveira, the Co-Founder and CEO at AI Drive, a platform for legal professionals and teams to deploy agents that support document-intensive projects. We…
- *Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 56 · 31 min. · Episode 579In this 56th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the 10th Anniversary of the Lexpo Conference, best…
- Branding Advice for Law Firm Managing Partners · 12 min. · Episode 574I spoke with Bill Schroeder, the founder and co-principal of Clarity, a consultancy focused on brand research, brand strategy, and brand-driven change programs for law firms. We…
- How Technology is Transforming the Way In-House Legal Teams Operate · 11 min. · Episode 573I spoke with Nick Fleisher, the Co-Founder and CEO of Sandstone, an AI-native control tower for corporate legal departments. We discussed how Sandstone differs from Contract…
- Measuring the ROI of Legal AI in Practice · 16 min. · Episode 563I spoke with Nick West, a Partner and the Chief Strategy Officer at Mishcon de Reya. We discussed the firm's approach to innovation, the metrics it captures related to its use of…
- *Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 55 · 25 min. · Episode 572In this 55th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed our impressions of Legalweek 2026, the ROI of legal AI…
- The Importance of Guardrails to Rely on the Output of AI-Assisted Technology · 9 min. · Episode 571I spoke with Pat Utz, the Co-Founder and CEO of Abstract, an AI policy intelligence platform for legislation and regulation. We discussed how Abstract sources its information…
- Leveraging Technology to Draft Trademark Applications and Process Renewals · 10 min. · Episode 570I spoke with Alex Sappington, the Co-CEO of PageVault, a tool for capturing online content in a legally defensible manner. We discussed PageVault’s launch of Stencil, the problem…
- Building a Software Company While Practicing Law Full-Time · 15 min. · Episode 569I spoke with Matt Basile, the CEO of Naya Software, a software company that automates the legal aspects of originating commercial real estate loans for law firms and…
- Transforming the Application of AI in E-Discovery · 8 min. · Episode 568I spoke with Cristin Traylor, the Senior Director of AI Transformation and Law Firm Strategy at Relativity, a legal data intelligence company that builds technology to help users…
- Legalweek 2026 Day 4 Mixtape · 7 min. · Episode 578Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 4:Bill Roberts, Head of Corporate Communications. DiscoDennis Garcia, Vice President and…
- Legalweek 2026 Day 3 Mixtape · 8 min. · Episode 577Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 3: Joshua Schnoll, Chief Marketing Officer, EverlawAshley Allman, Senior Director, FTI…
- Legalweek 2026 Day 2 Mixtape · 9 min. · Episode 576Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 2: Sean Fitzpatrick, CEO, Global Legal, LexisNexisAlon Dolev, Co-Founder and CEO…
- Legalweek 2026 Day 1 Mixtape · 9 min. · Episode 559Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 1: Kevin Clark, Right DiscoveryRichard Gorelick, ChronoTracerSteve Salkin, ALMDanny…
- How Legal Teams Can Leverage AI to Improve and Accelerate Their Investigations · 14 min. · Episode 567I spoke with Raj Chandrasekar, the Chief Technology and Innovation Officer of Consilio, a provider of e-discovery, document review, flexible legal talent, and legal advisory and…
- Legalweek 2026 and the Value of Tailoring the Client Experience in E-Discovery · 9 min. · Episode 558I spoke with Matt Mahon, the Vice President for Client Solutions at Level Legal, a concierge digital forensics, e-discovery, and managed review partner for law firms and…
- *Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 54 · 27 min. · Episode 561In this 54th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed preparing for Legalweek 2026, reallocating legal work…
- Understanding the Emergence of AI-First Law Firms · 11 min. · Episode 566I spoke with Sanjay Kamlani, the Founder and CEO of FairPlay. We discussed the emergence of AI-first law firms, how they differ from traditional law firms, and FairPlay's…
- The Biggest Endpoint Management and Recovery Pain Points in Law Firms · 9 min. · Episode 565I spoke with Josh Aaron, the CEO of Aiden Technologies, a company that delivers intelligent Windows endpoint automation and rapid recovery for law firms and other highly…
- How AI is Changing Business Operations for Multinational Companies · 11 min. · Episode 564I spoke with Ville Kulmala, the Head of Technology Strategy and International Growth at BestSign, which delivers trusted e-signatures and legal AI for companies operating across…
