Ari Kaplan
Reinventing Professionals
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.
Author
Ari Kaplan
Category
Podcast website
Latest episode
Jun 22, 2026
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Episodes
The 2025 ACC Annual Meeting and How Corporate Legal Departments are Evolving 17.10.2025 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.
The Convergence of Knowledge Management, Innovation, and Legal Tech Investing 15.10.2025 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 innovation, and how conversations...
The Most Exciting Opportunities AI is Creating for Lawyers 13.10.2025 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 practical guardrails lawyers should consider, a...
Mixtape: Relativity Fest 2025 10.10.2025 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, ReVia Matt Rosenthal , Senior Vice President...
Avoiding the Pitfalls of Using AI in a Legal Practice 08.10.2025 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.
Where Lawyers Should Leverage Technology to Enhance Their Business Development 06.10.2025 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 business development.
How the Value of CLM Has Changed Since the Emergence of Generative AI 03.10.2025 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.
Techniques for Facilitating Innovation While Managing Risk 01.10.2025 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 while managing risk, and emerging trends that manag...
How Law Firm Leaders Can Drive Growth and Profitability 29.09.2025 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 profitability, key areas for enhancing digital transfo...
Future Opportunities for the Application of AI in Legal 26.09.2025 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 the application of AI in legal.
How AI-driven Data Mapping and Labeling Tools are Changing the Way Companies Manage Their Data Risk 24.09.2025 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, and ways that AI is affecting cybersecurity.
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 47 22.09.2025 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.
How AI Transparency, Speed, and Cost-Efficiency Have Transformed Client Expectations 19.09.2025 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 advanced AI transparency, speed, and cost-efficienc...
Leveraging Technology to Prepare Witnesses to Testify 17.09.2025 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.
How Law Department Leaders Should Approach Technology Adoption to Maximize Impact and Efficiency 15.09.2025 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 departments to become true strategic partners withi...
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 46 12.09.2025 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.
How In-House Counsel Can Use the RAILS Risk Framework to Better Approach AI Risk Assessment and Governance 10.09.2025 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 in the legal profession. We discussed how in-h...
Advocacy, Operational Maturity, AI, and the Future of Legal Operations 08.09.2025 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 thrive.
Empowering Collaboration, Maintaining Culture, and Ensuring Accountability in a Distributed Law Firm 05.09.2025 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 growth in a rapidly changing environment.
The Difference Between How Legal Teams Are Using Generative AI and Agentic AI 03.09.2025 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 AI, and misconceptions about the capabilities o...
The Value of Fractional GC and HR Services 28.08.2025 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.
Digital Transformation, Generative AI, and the Future of Practicing Law 26.08.2025 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 most to prospective clients.
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 45 21.08.2025 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.
ILTACON 2025 Mixtape 19.08.2025 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 Group Melissa Ballesteros , Manager of AI and Legal Technology Adoption, Holland & Knight (Miami) Kevin Blomberg , Senior...
ILTACON 2025: Empowering How Transactional Lawyers Practice 14.08.2025 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 sector, how the company is integrating its release of...
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