

Reinventing Professionals
Ari Kaplan
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.
Episodes
Mentioned books

Sep 15, 2025 • 10min
How Law Department Leaders Should Approach Technology Adoption to Maximize Impact and Efficiency
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.

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.

Sep 10, 2025 • 15min
How In-House Counsel Can Use the RAILS Risk Framework to Better Approach AI Risk Assessment and Governance
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.

Sep 8, 2025 • 10min
Advocacy, Operational Maturity, AI, and the Future of Legal Operations
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.

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.

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.

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.

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.

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.

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