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Reinventing Professionals
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Reinventing Professionals

Author: Ari Kaplan

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The business of providing professional advice is changing. Today, anyone can go online and access a wealth of information about any topic, from legal and medical advice to financial planning and accounting suggestions. This blog 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.
908 Episodes
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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 within their organizations.
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.
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-house counsel can use the RAILS Risk Framework to better approach AI risk assessment and governance, and ways that legal teams are managing AI risk, along with privacy and cybersecurity.
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.
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.
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.
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.
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.
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

ILTACON 2025 Mixtape

2025-08-1910:17

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 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
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.
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.
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.
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.
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.
Lessons in Leadership

Lessons in Leadership

2025-08-0515:57

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 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.
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.
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 Securities Luke Suydam, Page Vault
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.
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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