Best Ari Kaplan Podcasts (2025)

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The Advantages of Using an AI Agent in Contract Review 13:29

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15d ago13:29

13:29

I spoke with Brian Powers, the Co-Founder & CEO of Markups.ai, a company that created an AI agent called Agent Marko to draft, revise, and analyze contracts from clients’ inboxes, with no new platform required, and Debbie Epstein Henry, the Founder of DEH Consulting, Speaking, and Writing, and the Chief Strategic Advisor to Markups.ai. We discussed…

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How Legal Professionals Can Prevent Hallucinations and Build Trust in Legal AI 14:17

19d ago14:17

14:17

I spoke with Mark Doble, the Founder and CEO of Alexi, an AI-driven legal workflow platform. We discussed how legal professionals can prevent hallucinations and build trust in legal AI, the top privacy and compliance risks that law firms need to consider, and how generative AI will transform legal workflows.…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 49 32:08

25d ago32:08

32:08

In this 49th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed Legal IT Insider’s 30th anniversary, the first Orange Rag, the potential for an AI bubble, and emerging AI leadership.By Ari Kaplan

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Best Practices for Building a Strong Team of Lawyers and Legal Professionals to Enhance Law Firm Growth 9:58

29d ago9:58

9:58

I spoke with Howard Ankin, the Founder of Ankin Law, a personal injury and workers’ compensation law firm based in Chicago. We discussed the best practices for building a strong team of lawyers and legal professionals to enhance law firm growth, how technology can enhance client service, and how trial work will change in an AI-centric future.…

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Mixtape: 2025 Knowledge Management & Innovation for Legal Conference 6:39

29d ago6:39

6:39

Thanks to these industry leaders for speaking with me for my 2025 Knowledge Management & Innovation for Legal (KM&I) conference mixtape: Michelle Gleason, Regional Sales Manager at LexisNexis, Conan Hines, Director of Practice Innovation at Fried Frank, Kevin Klein, Co-Founder at Legal Tech Connect, Katya Linossi, Co-Founder and CEO at Atlas by Cl…

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Wes Craven - Part 1 1:45:28

1M ago1:45:28

1:45:28

It's Halloween! It's Wes Craven! It's Kowaltober! First Featured Clip: Freddy's Tub Attack Second Featured Clip: This is God As always let us know what we got wrong on Facebook, on Twitter, @PopcornAuteur, or email us at [email protected].

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Mixtape: 2025 Association of Corporate Counsel Annual Meeting 10:34

1M ago10:34

10:34

It was a privilege to interview these leaders for this mixtape from the 2025 Association of Corporate Counsel Annual Meeting: Ashley Miller, General Counsel, Financial Services, North America, and Head of Legal Operations, Americas, Capgemini Anthony Bégon, Vice President, Legal, Trellix Daniel Bonner, Director of Client Solutions, Level Legal Gab…

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How KM and Legal Innovation are Shifting with the Emergence of Generative AI 12:18

26d ago12:18

12:18

I spoke with Oz Benamram, a leader in law firm knowledge management and innovation, and the Founder of SKILLS.law. We discussed the advisory services most in demand for law firms, how KM and legal innovation are shifting with the emergence of generative AI, the evolution of SKILLS.law, the likely impact of AI on legal, and the Michael Mills Memoria…

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Midsize Law Firms are Balancing Potential and Pitfalls in Charting an Unpredictable Path Forward 16:52

28d ago16:52

16:52

I spoke with Olivia Mockel, the Chief Brand and Market Strategy Officer at SurePoint Technologies, Debbie Foster, the CEO of Affinity Consulting Group, and Laura Wenzel, the Global Marketing & Insights Director at iManage. The three companies are part of a consortium that supported a new market research report featuring the perspectives of midsize …

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The Most Common Financial Challenges Law Firms Face and How Leaders are Using Technology to Address Them 8:46

1M ago8:46

8:46

I spoke with Rick Hellers, the CEO of Scan Logic, the provider of BillSync and APSync, designed to simplify law firm finances. We discussed the most common financial challenges law firms face, how leaders are using technology to address them, best practices for ensuring prompt and full payment of legal invoices, and how the economy is affecting the…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 48 21:34

1M ago21:34

21:34

In this 48th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the value of practical conversations about AI pricing, promoting wellness at conferences, and empowering change.By Ari Kaplan

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The 2025 ACC Annual Meeting and How Corporate Legal Departments are Evolving 4:03

2M ago4:03

4:03

I spoke with Capri Miller and Matt Mahon, the Customer Partner and Vice President of Customer Experience, respectively, at Level Legal, a provider of managed services, about the Association of Corporate Counsel's 2025 Annual Meeting in Philadelphia and how corporate legal departments are evolving.By Ari Kaplan

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The Convergence of Knowledge Management, Innovation, and Legal Tech Investing 14:08

2M ago14:08

14:08

I spoke with Kevin Klein, Co-Founder of LegalTech Connect and Head of Content & Programming at the KM&I for Legal Conference, and Patrick DiDomenico, who founded InspireKM Consulting and KM&I, and is now Co-Founder at LegalTech Connect. We discussed the convergence of KM&I and LegalTech Connect, the evolution of law firm knowledge management and in…

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The Most Exciting Opportunities AI is Creating for Lawyers 10:29

2M ago10:29

10:29

I spoke with Tom Martin, the founder and CEO of LawDroid, an Adjunct Professor teaching Generative AI and the Delivery of Legal Services at Suffolk Law School, and a co-founder of the American Legal Technology Awards. We discussed the most exciting opportunities AI is creating for lawyers, best practices for persuading AI skeptics, the ethical and …

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Mixtape: Relativity Fest 2025 9:31

2M ago9:31

9:31

It was a privilege to speak with these leaders for this Relativity Fest 2025 mixtape: Brett Chalmers, Website and Product Marketing Director, Opus 2.Mathew Corfield, Surveillance Product Owner, Theta Lake.Blake Ferger, Senior Consultant, Complete Discovery Source.Shawn Gaines, Chief Marketing Officer, OnDean.Frank Perrone, Founder and CEO, ReViaMat…

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Avoiding the Pitfalls of Using AI in a Legal Practice 13:57

2M ago13:57

13:57

I spoke with Binit Agrawal, the Chief of Staff at Lucio, an India-based AI-native workspace for lawyers. We discussed the pitfalls of using AI in a legal practice, the mindset and skill set that junior lawyers should adopt, and how AI in the legal profession is evolving.By Ari Kaplan

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Where Lawyers Should Leverage Technology to Enhance Their Business Development 8:55

2M ago8:55

8:55

I spoke with Timothy Keith, the Founder and CEO of Propense.ai, which develops technology to empower cross-selling in professional services, including at law firms. We discussed how AI can help law firms improve cross-selling, the most common business development challenges they face, and where lawyers should leverage technology to enhance their bu…

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How the Value of CLM Has Changed Since the Emergence of Generative AI 10:57

2M ago10:57

10:57

I spoke with Matt Patel, Founder and Chief Operating Officer at Malbek, an enterprise CLM company providing comprehensive contract management solutions for procurement, legal, sales, and other functions. We discussed who gains the most value from CLM, how its value has changed since the emergence of generative AI, and how it is evolving.…

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Techniques for Facilitating Innovation While Managing Risk 9:17

2M ago9:17

9:17

I spoke with Cecy Graf and T.J. Henry, the co-founders of Federate, which builds and manages back-office systems like billing, finance, and operations for small and mid-size law firms. We discussed strategic opportunities in back-office support for law firms, how law firms can drive operational efficiency, techniques for facilitating innovation whi…

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How Law Firm Leaders Can Drive Growth and Profitability 11:30

2M ago11:30

11:30

I spoke with Rebecca Stidham, a tax partner and the Law Firm Services Team Leader at Withum, Smith+Brown, PC, an accounting and advisory firm that provides tax, assurance, accounting, digital transformation, cybersecurity, and wealth management services to law firms, among other sectors. We discussed how law firm leaders can drive growth and profit…

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Future Opportunities for the Application of AI in Legal 13:52

2M ago13:52

13:52

I spoke with Nishat Mehta, the CEO of Lexitas, a provider of court reporting, records retrieval, process service, and legal talent solutions. We discussed how AI is impacting traditional legal services, what lawyers can do to prepare for the transition to a more AI-centric profession, the pitfalls attorneys must avoid, and future opportunities for …

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How AI-driven Data Mapping and Labeling Tools are Changing the Way Companies Manage Their Data Risk 8:23

2M ago8:23

8:23

I spoke with Brandon Hollinder, the Vice President of eDiscovery and Cyber Solutions at Epiq, a provider of legal and business services. We discussed the proactive steps companies should take to strengthen their information governance, how AI-driven data mapping and labeling tools are changing the way companies understand and manage their data risk…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 47 21:38

2M ago21:38

21:38

In this 47th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed Legal IT Insider's 30th anniversary, reimagining billable work, anticipating disruption, and providing value.By Ari Kaplan

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How AI Transparency, Speed, and Cost-Efficiency Have Transformed Client Expectations 11:08

3M ago11:08

11:08

I spoke with John Lee, the General Counsel and Head of Strategy for Ruli, a legal AI platform for corporate law departments. We discussed how legal teams should calculate the ROI or value of a legal technology investment, the qualities buyers should consider when selecting a legal AI vendor, and ways that client expectations have changed due to adv…

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Leveraging Technology to Prepare Witnesses to Testify 15:14

3M ago15:14

15:14

I spoke with Karl Schieneman, a Co-Founder of TestMyWitness, which empowers witness preparation using AI. We discussed how legal teams can leverage technology to prepare witnesses to testify, and how that process is evolving.By Ari Kaplan

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How Law Department Leaders Should Approach Technology Adoption to Maximize Impact and Efficiency 9:41

3M ago9:41

9:41

I spoke with Anne Post, CEO of Xakia, North America, a provider of legal matter and contract management solutions. We discussed how law department leaders should approach technology adoption to maximize impact and efficiency, the biggest challenges in-house legal teams face in demonstrating value, and the most compelling opportunities for legal dep…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 46 24:09

3M ago24:09

24:09

In this 46th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed budgeting, purchasing, and piloting in legal tech, measuring ROI and value, and building community.By Ari Kaplan

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How In-House Counsel Can Use the RAILS Risk Framework to Better Approach AI Risk Assessment and Governance 14:43

3M ago14:43

14:43

I spoke with Diane Homolak, the VP of Technology Solutions for Integreon, Sylvain Magdinier, an independent consultant specializing in legal transformation and innovation, and Gayle Gorvett, the CEO and Managing Director of GGorvett Consulting. They are all part of a workstream within RAILS that helped further the deployment and development of AI i…

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Advocacy, Operational Maturity, AI, and the Future of Legal Operations 10:03

3M ago10:03

10:03

I spoke with Oyango Snell, the Executive Director of the Corporate Legal Operations Consortium. We discussed the biggest challenges facing leaders in legal operations, how they can more effectively highlight their contributions to their organizations, the value of operational maturity skills, and the skills necessary for legal operations leaders to…

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Empowering Collaboration, Maintaining Culture, and Ensuring Accountability in a Distributed Law Firm 12:43

3M ago12:43

12:43

I spoke with Kevin Broyles, the co-founder and managing partner of FisherBroyles, a distributed law firm. We discussed how legal teams can empower collaboration, maintain culture, and ensure accountability with remote teams, the professional, personal, and financial benefits of a distributed law firm model, and best practices for driving law firm g…

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The Difference Between How Legal Teams Are Using Generative AI and Agentic AI 14:44

3M ago14:44

14:44

I spoke with Sagi Eliyahu, the CEO and co-founder of Tonkean, a process orchestration platform, and the maker of LegalWorks, which helps legal teams automate complex processes and time-consuming workflows. We discussed the best practices for legal teams looking to adopt AI, the difference between how legal teams are using generative AI and agentic …

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The Value of Fractional GC and HR Services 11:11

3M ago11:11

11:11

I spoke with Monica Winghart and Doug Luftman, the Founders of Velocity Edge Advisors, a San Francisco-based legal and HR services firm. We discussed the value of combining on-demand legal and HR services, the rising interest in fractional GC services, and the importance of understanding a client's business to exceed expectations.…

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Digital Transformation, Generative AI, and the Future of Practicing Law 21:32

3M ago21:32

21:32

I spoke with Nick Abrahams, a partner and the Global Co-Leader of Digital Transformation at Norton Rose Fulbright, who is also the Co-Founder of LawPath, a direct-to-consumer legal services provider. We discussed balancing digital transformation and practicing law, the effect of generative AI on the legal profession, and the qualities that matter m…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 45 31:11

3M ago31:11

31:11

In this 45th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed ILTACON 2025, the Copilot gateway to generative AI, and transforming legal training.By Ari Kaplan

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ILTACON 2025 Mixtape 10:17

4M ago10:17

10:17

I was fortunate to speak with the following leaders at the 2025 International Legal Technology Association Conference for my mixtape of their perspectives on trends and opportunities in the current market: Dan Arntsen, Strategic Relationship Manager, Affinity Consulting GroupMelissa Ballesteros, Manager of AI and Legal Technology Adoption, Holland…

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ILTACON 2025: Empowering How Transactional Lawyers Practice 7:07

4M ago7:07

7:07

I spoke with Nnamdi Emelifeonwu and Bruno Belcastro Pinto, the CEO and Senior Product Leader, respectively, at Definely, an AI-powered productivity suite for contract drafting and review, during the 2025 International Legal Technology Association Conference. In this second part of our interview, we discussed the growth of the legal technology secto…

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ILTACON 2025: Using AI to Better Understand the Effects of Modifications to Contracts 7:44

4M ago7:44

7:44

I spoke with Nnamdi Emelifeonwu and Bruno Belcastro Pinto, the CEO and Senior Product Leader, respectively, at Definely, an AI-powered productivity suite for contract drafting and review, during the 2025 International Legal Technology Association Conference. In this first part of our interview, we discussed the company's origin story, its release o…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 44 17:00

4M ago17:00

17:00

In this 44th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed tips for ILTCON, networking over breakfast, dinner, and running at the conference, and new developments to watch.By Ari Kaplan

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How Legal Professionals Should Prepare for and Adapt to an AI-Centric E-Discovery Landscape 11:06

4M ago11:06

11:06

I spoke with Jim Sullivan and Tom Palladino, the Founder and President, respectively, at eDiscovery AI, which leverages artificial intelligence for document review, privacy response, investigations, and litigation. We discussed how legal professionals should prepare for and adapt to an AI-centric e-discovery landscape, the value of early case intel…

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The Connection Between Compliance and Generative AI 11:45

4M ago11:45

11:45

I spoke with Gabriel Buigas, the Executive Vice President of Legal & Compliance Solutions at Integreon, a global provider of tech-enabled legal and business solutions. We discussed how legal teams are utilizing generative AI to enhance regulatory compliance, the compliance management challenges legal departments are facing, and where in-house teams…

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Lessons in Leadership 15:57

4M ago15:57

15:57

I spoke with Donna Frugoli, the Lead Application Support Analyst at Seyfarth Shaw, Julia Montgomery, the Director of Practice Enablement at King & Spalding, and Carlos Rodriguez, the CEO & CISO at CA2Security. The three are contributors to a new book titled "Lessons in Leadership," published by the International Legal Technology Association. We dis…

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Maximizing Case Management to Empower Modern Litigation 9:38

4M ago9:38

9:38

I spoke with Keao Caindec, the Co-Founder and CEO of Clarra, a case management platform. We discussed how law firms are leveraging case management, ways that it can help global enterprises track litigation, the benefits of using reporting and analytics to measure and forecast, and how AI is affecting the way law firms and legal departments manage t…

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CEO Roundtable: Legal Sector CEOs Recap the First Half of 2025 and See Opportunity Ahead 19:30

4M ago19:30

19:30

It was a privilege to feature the following leaders in legal technology and legal services for the Q2 2025 Ari Kaplan Advisors CEO roundtable discussion about trends, challenges, and opportunities: Milan Bobde, Oddr Keao Caindec, Clarra William Johnson, TCDI Marcel Lang, Epona Nishat Mehta, Lexitas Subroto Mukerji, Integreon Gene Phillips, PF2 Secu…

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Kelly Reichardt 1:23:55

4M ago1:23:55

1:23:55

Reichardt has had a busy and interesting career as a filmmaker. Beloved by the critics, her movies may be too understated for the award season. Her latest, The Mastermind, will be hitting theaters this fall, so we educate ourselves by watching the films written and directed by Reichardt. As always let us know what we got wrong on Facebook, on Twitt…

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Special Episode Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 43 9:43

4M ago9:43

9:43

In this 43rd episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed aligning human judgment with AI support, advice for those considering law school, and ILTACON.By Ari Kaplan

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Improving Billing and Collections to Enhance Client Service 14:22

4M ago14:22

14:22

I spoke with Milan Bobde, the co-founder and CEO of Oddr, an AI-powered invoice-to-cash platform for law firms. We discussed how law firms are addressing the invoice-to-cash process, the benefits of integrating legal technology platforms in law firms, and ways that improving billing and collections can enhance client service.…

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The State of Innovation in Legal 10:25

5M ago10:25

10:25

I spoke with Zena Applebaum, the Senior Vice President of Market Development for Harbor, a provider of professional legal services. We discussed the level of adoption of generative AI in the legal industry, how law firm and law department leaders are balancing the excitement of emerging technology with their day-to-day operational needs, and where …

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How AI is Transforming Litigation 9:33

5M ago9:33

9:33

I spoke with Mike Murray, the VP of Product Strategy for Veritext Legal Solutions. We discussed how AI is transforming litigation, areas that law firms should prioritize when integrating AI into their practices, and the ethical and regulatory considerations related to AI usage in the legal field.By Ari Kaplan