In this 57th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the emergence of AI-first law firms, Claude for Legal, upskilling to advance your career, and verifying legal
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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Why Law Firms Struggle with Profitability Even When Revenue Looks Strong
I spoke with John Jakovenko, the founder of Jakovenko Group, a law firm consulting company focused on operational excellence, financial clarity, and scalable growth. We discussed the biggest operational blind spots facing small and midsize law firms, why…
The Value of Moving from Intuition-Based Decisions to Evidence-Based Planning in High-Stakes Litigation
I spoke with Adam Masarek, a lawyer, epidemiologist, and the Legal Marketing Manager for Lex Machina®, the LexisNexis® Legal Analytics® platform. We discussed how complex, high-stakes disputes are evolving, what the Trade Secret Litigation Report reveals about trade…
How AI Has Affected the Responsibilities of a Law Firm IT Leader
I spoke with Tony McKenna, the Chief Information Officer at Lawfront, a group of regional law firms focused on providing legal services in the UK. We discussed how Lawfront differs from a traditional law firm, the advantages of…
Vibecoding Legal Work
I spoke with Matt Pollins, the Co-Founder and Chief Product Officer at Lupl, a work management platform for attorneys and agent teams. He is also the Co-Founder of Vibecode.law, an open community platform launched in 2026 for legal…
How AI is Changing the Way Legal Work is Structured, Priced, and Delivered
I spoke with David Solomon and Joe Tiano, the CEO and Co-Founder, respectively, at Legal Decoder, a legal spend analytics platform. We discussed how Legal Decoder’s analytics approach differs from traditional e-billing review or timekeeper compliance tools, the…
The Importance of Trust and Accuracy in AI-Powered Document Analysis
I spoke with Vicente Silveira, the Co-Founder and CEO at AI Drive, a platform for legal professionals and teams to deploy agents that support document-intensive projects. We discussed the importance of trust and accuracy in AI-powered legal document…
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 56
In this 56th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the 10th Anniversary of the Lexpo Conference, best practices for assessing the value of legal AI…
Branding Advice for Law Firm Managing Partners
I spoke with Bill Schroeder, the founder and co-principal of Clarity, a consultancy focused on brand research, brand strategy, and brand-driven change programs for law firms. We discussed how law firm branding is unique, the effect of brand-driven…
How Technology is Transforming the Way In-House Legal Teams Operate
I spoke with Nick Fleisher, the Co-Founder and CEO of Sandstone, an AI-native control tower for corporate legal departments. We discussed how Sandstone differs from Contract Lifecycle Management tools, the biggest challenges of introducing new technology in a…