

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

Dec 12, 2025 • 12min
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.

Dec 10, 2025 • 12min
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.

Dec 8, 2025 • 11min
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.

Dec 5, 2025 • 26min
*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.

Dec 3, 2025 • 13min
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.

Dec 1, 2025 • 13min
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.

Nov 24, 2025 • 10min
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.

Nov 21, 2025 • 9min
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.

Nov 20, 2025 • 13min
The Advantages of Using an AI Agent in Contract Review
Brian Powers, Co-founder and CEO of Markups.ai, develops AI agents for contract review. Debbie Epstein Henry, Founder of DEH Consulting, brings her legal innovation expertise to the discussion. They explore how AI can streamline contract processes, debunk common misconceptions about AI capabilities, and advise on startup differentiation through personalized services. Both emphasize the importance of legal professionals enhancing their skills, particularly in communication and strategic thinking, to thrive alongside AI advancements.

Nov 18, 2025 • 11min
The Unique Security and Privacy Challenges for AI in Large Law Firms
I spoke with Doug Bemis and Chris Martin, the CEO and President, respectively, of Syntracts, a legal AI company that offers a secure, on-premises contract intelligence platform. We discussed the unique security and privacy challenges for AI in large law firms, how legal teams are adapting, and where legal AI is headed.


