Reinventing Professionals

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.

I spoke with Zena Applebaum, the Senior Vice President of Market Development for Harbor, a provider of professional legal services. We discussed the level of adoption of generative AI in the legal industry, how law firm and law department leaders are balancing the excitement of emerging technology with their day-to-day operational needs, and where generative AI is disrupting legal services the most.

I spoke with Mike Murray, the VP of Product Strategy for Veritext Legal Solutions. We discussed how AI is transforming litigation, areas that law firms should prioritize when integrating AI into their practices, and the ethical and regulatory considerations related to AI usage in the legal field.

In this 42nd episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the mid-year recap, selecting the proper AI tool, merger mania, and creating a competitive advantage in legal.

In a fascinating conversation, Richard Susskind, President of the Society for Computers and Law and author of 'How to Think About AI', dives into the transformative impact of AI on the legal field. He discusses strategies for navigating the balance between AI's benefits and risks, emphasizing the need for effective communication and long-term strategic thinking. Susskind also highlights the evolution of client expectations and the crucial leadership skills required in this new AI-centric landscape, advocating for curiosity and innovative approaches.

I spoke with Subroto Mukerji, the CEO of Integreon, an alternative legal and global managed services provider. We discussed how generative AI is affecting the demand for legal services, the value of “AI fluency” in the legal field, and how the legal operations discipline is evolving as generative AI becomes increasingly embedded in legal workflows.

I spoke with Sonya Palmer, the Senior Vice President of Operations at Rankings.io, a marketing company for lawyers. We discussed how digital transformation is reshaping legal marketing in 2025, the types of marketing law firms should prioritize to stay competitive, and the key elements of a strong legal brand.

I spoke with Bjarne Tellmann, the founder of FjordStream Advisors, a boutique consultancy that provides advisory services and executive coaching to the legal industry. We discussed the most valuable areas of digital transformation for a law firm, how to build teams that will drive a legal organization into the future, and how legal professionals can articulate their value in an era of agentic AI and automation.