In this 52nd episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed expectations for 2026, the evolution of AI usage in legal, vibe coding, and perspectives on the year
Ari Kaplan Advisors
Ari Kaplan, a leading legal industry analyst, is an inaugural Fastcase 50 honoree, a finalist for ILTA’s Thought Leader of the Year award, and a fellow of the College of Law Practice Management. His most recent book, Reinventing Professional Services: Building Your Business in the Digital Marketplace, was released in Japanese, and West Academic published the second edition of The Opportunity Maker: Strategies for Inspiring Your Legal Career Through Creative Networking and Business Development in 2016.
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Creating Additional Revenue Streams from Training Programs
I spoke with Daryl Fitzpatrick, the Chief Revenue Officer at Intellek, which provides learning technology to law firms. We discussed how law firms can use their learning management system beyond traditional training, ways to create additional revenue streams…
How AI fluency Differs From Skill in Using Specific Tools
I spoke with Chris DeConti, the Chief Strategy Officer at Factor, an alternative legal services provider. We discussed how AI fluency differs from knowing how to use specific tools, training lawyers who are curious but cautious about AI,…
How General Counsel Can Leverage AI to Create More Value for Their Organizations
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The Q4 2025 Ari Kaplan Advisors CEO Roundtable
I was honored to feature these dynamic legal industry leaders for the Q4 2025 Ari Kaplan Advisors CEO Roundtable, focusing on the transformation of the profession in 2026:
Chris Combs, LinkSquares
Nnamdi Emelifeonwu, Definely
Debbie Foster, Affinity…
The 2025 Ari Kaplan Advisors Legal Tech GC/CLO Roundtable
I was honored to interview these remarkable leaders for the inaugural Ari Kaplan Advisors Legal Tech GC/CLO Roundtable, focusing on the key challenges, trends, and opportunities that are likely to affect strategic priorities in 2026:
Jason Barnwell, Agiloft
Marla…
Why Plaintiffs’ Personal Injury Cases Are Well-Suited to AI-Driven Automation
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*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 51
In this 51st episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I looked back at developments in 2025 and ahead to 2026.
Advice for Legal Teams Pursuing Digital Transformation
I spoke with Jenn McCarron, the Co-Founder & CEO of Contracts.ai, a platform that bridges the data gap between legal and finance by transforming contracts into structured, actionable intelligence powering enterprise decision-making. We discussed the technology development process, how…