Reinventing Professionals

I spoke with Raymond Mieszaniec , Co-Founder and Chief Operating Officer of EvenUp , a legal tech company that uses AI to help personal injury attorneys maximize case values. We discussed why plaintiffs' personal injury work is well-suited to AI-driven automation, how AI tools will affect the volume and quality of cases filed, and how AI is changing the practice of law.

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.

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 transformat...

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-stake...

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...

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.

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.

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.

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.

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.

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 effe...

I spoke with Brian Powers , the Co-Founder & CEO of Markups.ai , a company that created an AI agent called Agent Marko to draft, revise, and analyze contracts from clients’ inboxes, with no new platform required, and Debbie Epstein Henry , the Founder of DEH Consulting, Speaking, and Writing , and the Chief Strategic Advisor to Markups.ai. We discussed the advantages of using an AI agent in co...

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.

I spoke with Brandie Knox , the Principal & Creative Director of Knox Design Strategy , a consultancy that partners with law firms on branding, user experience, and user interface design. She is also the Founder & CEO of Moxx , a digital case notebook that helps litigators streamline case preparation and collaboration. We discussed best practices in legal to leverage design to stand out, a...

I spoke with Mark Doble , the Founder and CEO of Alexi , an AI-driven legal workflow platform. We discussed how legal professionals can prevent hallucinations and build trust in legal AI, the top privacy and compliance risks that law firms need to consider, and how generative AI will transform legal workflows.

Thanks to these industry leaders for speaking with me for my 2025 LegalTech Connect conference mixtape: James Lee , CEO, LegalMation; John DiMenna , Sales Director, Dealcloser; Moiz Shirazi , Co-Founder and CEO, SCOREalytics, Inc; Nicole Bradick , Global Head of Innovation, Factor; and, Scott Mozarsky , CEO and Managing Director, JEGI LEONIS.

In this 49th episode of Charting Change in Legal, Caroline Hill , Editor and Publisher of  Legal IT Insider , and I discussed Legal IT Insider’s 30th anniversary, the first Orange Rag, the potential for an AI bubble, and emerging AI leadership.

I spoke with Howard Ankin , the Founder of Ankin Law , a personal injury and workers’ compensation law firm based in Chicago. We discussed the best practices for building a strong team of lawyers and legal professionals to enhance law firm growth, how technology can enhance client service, and how trial work will change in an AI-centric future.

Thanks to these industry leaders for speaking with me for my 2025 Knowledge Management & Innovation for Legal (KM&I) conference mixtape: Michelle Gleason , Regional Sales Manager at LexisNexis,   Conan Hines , Director of Practice Innovation at Fried Frank, Kevin Klein , Co-Founder at Legal Tech Connect, Katya Linossi , Co-Founder and CEO at Atlas by ClearPeople, Kyle Poe , VP of Legal Inn...

 It was a privilege to interview these leaders for this mixtape from the 2025 Association of Corporate Counsel Annual Meeting : Ashley Miller , General Counsel, Financial Services, North America, and Head of Legal Operations, Americas, Capgemini Anthony Bégon , Vice President, Legal, Trellix Daniel Bonner , Director of Client Solutions, Level Legal Gabe Gross , Head of eDiscovery, DiliTrust Janice...

I spoke with Oz Benamram , a leader in law firm knowledge management and innovation, and the Founder of SKILLS.law . We discussed the advisory services most in demand for law firms, how KM and legal innovation are shifting with the emergence of generative AI, the evolution of SKILLS.law, the likely impact of AI on legal, and the Michael Mills Memorial LegalTech Scholarship at Cornell Tech .

I spoke with Olivia Mockel , the Chief Brand and Market Strategy Officer at SurePoint Technologies , Debbie Foster , the CEO of Affinity Consulting Group , and Laura Wenzel , the Global Marketing & Insights Director at iManage . The three companies are part of a consortium that supported a new market research report featuring the perspectives of midsize law firm leaders called "Midsize Law Fir...

I spoke with Rick Hellers , the CEO of Scan Logic , the provider of BillSync and APSync, designed to simplify law firm finances. We discussed the most common financial challenges law firms face, how leaders are using technology to address them, best practices for ensuring prompt and full payment of legal invoices, and how the economy is affecting the financial health of law firms.

In this 48th episode of Charting Change in Legal, Caroline Hill , Editor and Publisher of  Legal IT Insider , and I discussed the value of practical conversations about AI pricing, promoting wellness at conferences, and empowering change.

I spoke with Greg Wildisen , the Co-Founder and Head of Technology at PanoramAI , a generative AI-powered platform specializing in relevancy review for litigation, investigations, and regulatory compliance, as well as cyber breach data mining and pre-breach data threat intelligence. We discussed how investigations have changed in the age of AI, its BCLP case study , and how the use of AI in legal...