Reinventing Professionals

*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 Contracts.ai differs from a CLM and a legal AI tool, and advice for legal teams pursuing digital transformation.

Where the Use of Agentic Tools in Legal is Headed

I spoke with Ravi Tandon, the CEO and Co-Founder of DecoverAI, a legal intelligence platform that helps attorneys uncover insights during investigations and e-discovery. We discussed the biggest gaps in law firm knowledge management today, how AI is transforming investigations and e-discovery, ways that legal professionals can build trust, reliability, and responsible AI practices for high-stakes legal matters, and where the use of Agentic tools in legal is headed.

The Connection Between Thought Leadership and Cross-Selling in Law Firms

I spoke with James Barclay, the CEO of Passle, a legal-tech company that supports lawyer-authored thought leadership and helps firms use content for revenue growth. We discussed why cross-selling is important for law firms, how CrossPitch AI differs from traditional KM/experience-management tools, the benefits of integrating laterals and other attorneys into the cross-selling process, and where thought leadership creates the most leverage for cross-selling.

Why Podcasting Has Become a Powerful Marketing Tool for Legal Professionals

I spoke with Dennis Meador, the Founder and CEO of the Legal Podcast Network. We discussed why podcasting has become a powerful marketing tool for legal professionals, the hallmarks of a successful podcast, and how to overcome the challenges of launching and maintaining a podcast in the legal sector.

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 50

In this 50th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the prospect of an AI bubble, innovation and client service, and proactively driving change.

How AI is Changing the Way Legal Teams Leverage CLM

I spoke with Matt Lhoumeau, the Co-Founder and CEO of Concord, a contract lifecycle management software platform. We discussed how AI  is changing the way legal teams leverage CLM, the launch of Horizon, Concord's conversational AI platform, why managing contracts manually is still common, and how CLM will evolve.

How AI is Affecting the Dynamic Between In-House Lawyers and Their Outside Counsel

I spoke with Alex Zilberman, the Co-Founder and CEO of Chamelio, a legal intelligence platform for corporate legal departments. We discussed how AI is changing the way corporate legal teams practice, where they are finding success with AI, where they are still facing challenges, and best practices for driving adoption of new applications.

The Non-Negotiable Elements of Responsible AI in Legal

I spoke with Ned Gannon, the co-founder and CEO of Coheso, an AI-native legal front door and work management platform for in-house legal and compliance teams. We discussed the biggest barriers to AI adoption for corporate legal professionals, lessons that legal tech founders should keep in mind as they grow their businesses, and the non-negotiable elements of responsible AI in the legal domain.

Reverse Engineering a Book

I spoke with Melanie Herschorn, the founder of Big Impact Books, a publisher and book marketing strategist who helps attorneys and professionals become authors and recognized experts in their field. We discussed the greatest opportunities for lawyers to leverage a book to grow their practice, how lawyers can balance their client work with the demands of writing and promoting a book, and the effect of AI on publishing.