Reinventing Professionals

Ari Kaplan
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Sep 12, 2025 • 24min

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

Caroline Hill discusses the power of community in the legal industry, highlighting collaboration and shared experiences for collective growth. The importance of strategic idea-sharing emerges as a competitive advantage. As 2023 wraps up, the emphasis on budgeting for emerging technologies shifts the conversation about tech adoption. Insights on measuring ROI reveal the implications of generative AI on law practices. The episode also showcases a successful partnership in navigating change, underscoring the legal tech sector's role in community initiatives.
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Sep 5, 2025 • 13min

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

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.
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Sep 3, 2025 • 15min

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

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 of AI.
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Aug 28, 2025 • 11min

The Value of Fractional GC and HR Services

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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Aug 26, 2025 • 22min

Digital Transformation, Generative AI, and the Future of Practicing Law

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.
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Aug 21, 2025 • 31min

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

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.
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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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