PODCAST · business
Reinventing Professionals
by Ari Kaplan
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.
Episodes
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Mixtape: ILTACON 2026
Ari Kaplan speaks with the following leaders at the 2026 International Legal Technology Association Annual Conference: Faith Benson, Vice President of Marketing, SimplyAgree Ross Guberman, Founder and CEO, BriefCatch Gabriel Karawani, Co-Founder, ClearPeople Dan Malgran, Vice President of...
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Building a Hospitality Culture on Long Beach Island
I 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 discussed building a hospitality culture, the staffing challenges unique to a seasonal vacation market, and how rising…
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Salesforce Chief Legal Officer's Masterclass on AI's Transformation of the Legal Profession
I 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 with human judgment when delivering legal guidance, why law firms need to lead with trusted, agentic AI to gain a...
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Where IP Professionals Are Realizing the Greatest Benefits from AI
I 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 has changed the IP sector, the key challenges that brand owners and innovators face in the current climate, where IP...
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What Meaningful AI Adoption Looks Like Inside a Law Firm
I spoke with Jeny Maier and Rachael Philbin, the Managing Partner and the new Chief Innovation Officer, respectively, at Axinn, Veltrop & Harkrider, a law firm focusing on antitrust, intellectual property, and complex commercial litigation. We discussed why this is the right moment for a law firm...
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Becoming a Next Level Law Firm Leader
I 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 Law Firm Leadership." We discussed leading with intention in law firms, the benefits of remaining calm under pressure,...
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Why the Next Competitive Advantage in the AI Era is Partnership, Not Just Technology
I 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 authoritative legal content and trust into existing workflows matter more as AI capabilities begin to converge, and how…
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The Value of Proprietary Content in an AI Era
I 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 content in an AI era, perspectives on the potential shift in how AI is priced, how customers benefit from partnerships...
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Best Practices for Hiring Legal Executives
I spoke with Jonathan Friedman, the Founder and Managing Partner of Friedman Williams, a specialized recruiting firm serving law firms and corporate organizations across legal, finance, HR, marketing, IT, and administrative staffing. We discussed how the role of law firm C-suite leaders has...
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Great Advice for Legal Tech Founders
I 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 particular team, advice for legal tech founders, and how to stay fluent in new developments in legal practice.
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A Field Guide to the AI That's Going to Do Your Job
I 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 firms. We discussed his new book, "Your New AI Colleague: A Field Guide to the AI That's Going to Do Your Job," the three...
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Leadership Perspectives From RelFest London 2026
I was fortunate to attend RelFest London 2026 and speak with the following leaders at Relativity: Chris Brown, Chief Product Officer Georgia Foster, Managing Director and VP Sales, International David Horrigan, Discovery Counsel and Legal Education Director Phil Saunders, Chief Executive Officer...
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 59
In 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 RelFest London and LegalTechTalk.
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Where Legal Teams Are Succeeding With AI and Where They Are Still Facing Challenges
I 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 discussed the value of a platform-first approach, why integration with a law firm's various tools is important, the...
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How Law Department Leaders Are Balancing Speed, Governance, and Trust in an AI-enabled Era of Legal Services
I 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 speed, governance, and trust in an AI-enabled era of legal services, where legal teams still struggle to gain credibility…
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Overcoming the Barriers Preventing Legal Departments From Operationalizing AI
I 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 departments, the biggest barrier preventing legal departments from actually operationalizing AI, and what vendors can do to…
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Legal Data Preservation Within ChatGPT and Claude
I 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 preservation, how Zubu is built for an emerging enterprise AI data layer, and what legal data preservation looks like within...
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 58
In 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 economics, understanding the cost of Legal AI, and looking forward to Lexpo 2026.
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LexisNexis AI Symposium Charts Transformative Change
I 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 Center for Legal Informatics, about their participation in the 2026 LexisNexis AI Symposium at the Harvard Club. The...
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Perspectives From the 2nd Annual SS&C Intralinks AI Bootcamp
I 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 corporate development teams in Silicon Valley are identifying opportunities in the current market, applying generative and...
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2026 Corporate Legal Operations Consortium Global Institute Mixtape
It was a privilege to interview these leaders for this Reinventing Professionals mixtape at the 2026 Corporate Legal Operations Consortium Global Institute: Saad Ahmed, Strategic Account Executive, Everlaw Ed Chang, Senior Account Executive, LexisNexis CounselLink Jeff Cox, Director of Brand…
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Why Consistency, Context, and Authority are the Foundations of AI-Ready Knowledge
I 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 for precise, scalable AI. We discussed why consistency, context, and authority are the foundations of AI-ready…
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The Legora ROI Report and How Law Firms Quantify the ROI of Their Legal AI Investments
I 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 and qualify the ROI of their legal AI investments, which metrics law firm leaders should focus on, and how the Legora…
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Flex Legal Talent and How Lawyers Can Position Themselves to Succeed in 2026
I 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 is creating both headwinds and tailwinds for it, and how lawyers can position themselves to succeed in 2026.
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 57
In 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, upskilling to advance your career, and verifying legal citations.
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Why Law Firms Struggle with Profitability Even When Revenue Looks Strong
I 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 biggest operational blind spots facing small and midsize law firms, why firms struggle with profitability even…
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The Value of Moving from Intuition-Based Decisions to Evidence-Based Planning in High-Stakes Litigation
I spoke with Adam Masarek, a lawyer, epidemiologist, and the Legal Marketing Manager for Lex Machina®, the LexisNexis® Legal Analytics® platform. We discussed how complex, high-stakes disputes are evolving, what the Trade Secret Litigation Report reveals about trade secret litigation, and the…
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How AI Has Affected the Responsibilities of a Law Firm IT Leader
I 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 differs from a traditional law firm, the advantages of law firms aligned with Lawfront that other independent firms may not...
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Vibecoding Legal Work
I 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, an open community platform launched in 2026 for legal professionals to learn how to build apps and share what they’ve...
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How AI is Changing the Way Legal Work is Structured, Priced, and Delivered
I 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 approach differs from traditional e-billing review or timekeeper compliance tools, the company’s investment from…
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The Importance of Trust and Accuracy in AI-Powered Document Analysis
I 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 discussed the importance of trust and accuracy in AI-powered legal document analysis, the value of a multi-model approach,...
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 56
In 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 practices for assessing the value of legal AI investments, and the LexisNexis AI Symposium on May 5th in New York City.
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Branding Advice for Law Firm Managing Partners
I 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 discussed how law firm branding is unique, the effect of brand-driven change programs, and branding advice for law firm...
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How Technology is Transforming the Way In-House Legal Teams Operate
I 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 Lifecycle Management tools, the biggest challenges of introducing new technology in a corporate legal department, and how...
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Measuring the ROI of Legal AI in Practice
I 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 Legora, how it measures the ROI of Legora and other tools, how law firms should think about the return on their...
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 55
In 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, and the maturation of AI deployment in law firms and corporate legal departments.
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The Importance of Guardrails to Rely on the Output of AI-Assisted Technology
I 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, how customers use it to understand state and federal regulations, the unique type of intelligence it provides, and the...
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Leveraging Technology to Draft Trademark Applications and Process Renewals
I 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 Stencil solves for trademark teams, how PageVault’s work in litigation strengthens its role in trademarks, and where...
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Building a Software Company While Practicing Law Full-Time
I 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 institutional lenders. We discussed building a software company while working full-time as a lawyer, new ways law firms are...
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Transforming the Application of AI in E-Discovery
I 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 organize data, discover the truth, and act on it. We discussed the release of aiR for Case Strategy, how it compares...
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Legalweek 2026 Day 4 Mixtape
Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 4: Bill Roberts, Head of Corporate Communications. Disco Dennis Garcia, Vice President and General Counsel, Litera Joey Seeber, CEO, Level Legal Mary Miller, Chief Marketing Officer, KLDiscovery Rob...
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Legalweek 2026 Day 3 Mixtape
Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 3: Joshua Schnoll, Chief Marketing Officer, Everlaw Ashley Allman, Senior Director, FTI Technology Beau Wysong, SVP of Marketing, Opus 2 Bryant Bell, Lead Product Marketer - eDiscovery, Exterro Michael…
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Legalweek 2026 Day 2 Mixtape
Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 2: Sean Fitzpatrick, CEO, Global Legal, LexisNexis Alon Dolev, Co-Founder and CEO, Maeven Chad Pinson, CEO, HaystackID Dan Malgran, Vice President of Marketing, Steno David Schnurman, CEO, Lawline John...
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Legalweek 2026 Day 1 Mixtape
Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 1: Kevin Clark, Right Discovery Richard Gorelick, ChronoTracer Steve Salkin, ALM Danny Thankachan, CaseGuild Jessie Torres, McDermott, Will & Schulte Remco Visser, Saga Emma Raimi-Zlatic, Smokeball
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How Legal Teams Can Leverage AI to Improve and Accelerate Their Investigations
I 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 transformation services. We discussed the biggest disruptions in the legal industry, how legal teams can leverage AI to...
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Legalweek 2026 and the Value of Tailoring the Client Experience in E-Discovery
I 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 corporate legal departments. We discussed how AI is changing e-discovery, the value of tailoring the client experience, the…
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 54
In 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, and formalizing vibe coding.
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Understanding the Emergence of AI-First Law Firms
I 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 long-term vision.
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The Biggest Endpoint Management and Recovery Pain Points in Law Firms
I 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 regulated organizations, which just launched AidenRescue. We discussed how AidenRescue helps law firms recover from ransomware…
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How AI is Changing Business Operations for Multinational Companies
I 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 borders. We discussed the patterns from the dot-com era and the financial crisis that are similar to the emergence of…
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ABOUT THIS SHOW
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.
HOSTED BY
Ari Kaplan
CATEGORIES
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