Reinventing Professionals

Ari Kaplan
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Aug 19, 2025 • 10min

ILTACON 2025 Mixtape

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 Public Relations Manager, Disco Ryan Cagnoni, Chief of Staff, Elite Technology Nnamdi Emelifeonwu, CEO of Definely Kyle Gribben, Head of Digital Services, Matheson John Haddock, Chief Business Officer,  Harvey David Horrigan, Discovery Counsel and Legal Education Director, Relativity Matt Mahon, VP of Customer Experience, Level Legal Anthony Muljadi, General Manager of Large Law, LexisNexis Beau Wysong, SVP of Global Marketing, Opus 2 Ozan Yalti, Co-Founder, Draftwise
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Aug 14, 2025 • 7min

ILTACON 2025: Empowering How Transactional Lawyers Practice

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 Cascade during ILTACON into its portfolio of tools, and the way technology is affecting the practice of law.
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Aug 12, 2025 • 8min

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

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 of Cascade during ILTACON, and the value it provides to transactional lawyers focused on complex, high-value documents and contracts.
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Aug 8, 2025 • 17min

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

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.
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Aug 7, 2025 • 11min

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

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 intelligence, and the biggest opportunity for legal teams to improve outcomes by embracing AI.
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Aug 6, 2025 • 12min

The Connection Between Compliance and Generative AI

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 are effectively using generative AI beyond compliance.
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Aug 5, 2025 • 16min

Lessons in Leadership

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 discussed the lessons they shared in the book, the power of relationship-building in a hybrid environment, best practices for demonstrating intellectual curiosity, and how strategic planning and team building affect the success of an initiative.
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Aug 4, 2025 • 10min

Maximizing Case Management to Empower Modern Litigation

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 their dockets.
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Jul 31, 2025 • 20min

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

Legal sector CEOs discuss the challenges posed by economic uncertainty and the impact on growth plans. They delve into the transformative role of AI in law firms, stressing the need for strategic adoption amid a competitive landscape. Innovative software solutions for evidence collection are highlighted as vital for adapting to trends. Additionally, the importance of partnerships and philanthropy in enhancing connections within the legal tech community is explored, emphasizing how community engagement can lead to valuable opportunities.
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Jul 25, 2025 • 10min

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 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.

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