In this 55th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed our impressions of Legalweek 2026, the ROI of legal AI, and the maturation of AI deployment in
Reinventing Professionals
Reinventing Professionals, published by Ari Kaplan Advisors, focuses on the evolving landscape of legal practice through the lens of innovation, technology, and strategic design. The blog explores topics such as the integration of artificial intelligence in contract review and legal workflows, the impact of digital transformation on law firms, and the role of design and user experience in shaping future legal services. It also addresses challenges like AI trust and compliance risks, as well as business development and leadership within the legal industry. The content often includes expert interviews and discussions on how legal professionals can adapt to and leverage emerging technologies and strategies.
Latest from Reinventing Professionals - Page 4
Leveraging Technology to Draft Trademark Applications and Process Renewals
I spoke with Alex Sappington, the Co-CEO of PageVault, a tool for capturing online content in a legally defensible manner. We discussed PageVault’s launch of Stencil, the problem Stencil solves for trademark teams, how PageVault’s work in litigation…
Building a Software Company While Practicing Law Full-Time
I spoke with Matt Basile, the CEO of Naya Software, a software company that automates the legal aspects of originating commercial real estate loans for law firms and institutional lenders. We discussed building a software company while working…
Transforming the Application of AI in E-Discovery
I spoke with Cristin Traylor, the Senior Director of AI Transformation and Law Firm Strategy at Relativity, a legal data intelligence company that builds technology to help users organize data, discover the truth, and act on it. We…
Legalweek 2026 Day 1 Mixtape
Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 1:
Kevin Clark, Right Discovery
Richard Gorelick, ChronoTracer
Steve Salkin, ALM
Danny Thankachan, CaseGuild
Jessie Torres, McDermott, Will &
How Legal Teams Can Leverage AI to Improve and Accelerate Their Investigations
I spoke with Raj Chandrasekar, the Chief Technology and Innovation Officer of Consilio, a provider of e-discovery, document review, flexible legal talent, and legal advisory and transformation services. We discussed the biggest disruptions in the legal industry, how…
Legalweek 2026 and the Value of Tailoring the Client Experience in E-Discovery
I spoke with Matt Mahon, the Vice President for Client Solutions at Level Legal, a concierge digital forensics, e-discovery, and managed review partner for law firms and corporate legal departments. We discussed how AI is changing e-discovery, the…
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 54
In this 54th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed preparing for Legalweek 2026, reallocating legal work, and formalizing vibe coding.
How Licensed Professionals Are Leveraging Technology to Navigate Changes in Administrative Law
I spoke with Matthew Bady, a registered nurse and the founder of BoardWise, a SaaS platform that helps licensed professionals manage their board paperwork. We discussed how BoardWise fits within the broader legal tech and access-to-justice landscape, and…