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
Mar 10, 2026 • 9min
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 & Schulte
Remco Visser, Saga
Emma Raimi-Zlatic, Smokeball
Mar 4, 2026 • 9min
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 value of tailoring the client experience, the most interesting challenges involving emojis, and Legalweek 2026.
Feb 27, 2026 • 27min
*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.
Feb 11, 2026 • 12min
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 ways that the platform is evolving as more licensed professionals turn to technology to navigate changes in administrative law.
Feb 5, 2026 • 11min
The Value of Targeted Legal Technology Tools for Litigators
I spoke with Sam Davidoff, the Founder and CEO of Align, a digital binder product for litigators. We discussed the genesis of Align, where non-AI legal technology tools fit into a law firm’s suite of applications, and how legal tech is transforming the practice of law.
Feb 2, 2026 • 24min
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 53
In this 53rd episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed Groundhog Day, law firms embracing vibe coding, and corporate counsel perspectives on AI and innovation.
Jan 29, 2026 • 20min
The Importance of Data in Measuring the Effects of Innovation
I spoke with Aku Sorainen, the Founder and Senior Partner at Sorainen, a law firm based in Estonia, with additional offices in Latvia and Lithuania. We discussed the importance of data in measuring the effects of innovation, how law firm leaders should prepare for the future of legal practice enhanced by AI, the firm’s development of Crespect, and the value of law firms spinning off their technology.
Jan 26, 2026 • 9min
E-Discovery Unfiltered *Special Episode* - How the Relationship Between Clients, Law Firms, and Trusted Providers is Evolving
I spoke with Joey Seeber, the CEO of Level Legal, a managed services provider and subscriber to the 2025 E-Discovery Unfiltered report. We discussed how Level Legal distinguishes its approach to managed services, ways that AI is affecting the way it serves its clients, and the most compelling findings from the 2025 E-Discovery Unfiltered report.
Jan 23, 2026 • 13min
The Importance of Operational Intelligence in Today’s AI-Enabled Corporate Legal Department
I spoke with Matteo Pagani, the Founder and CEO of Co-Flo Enterprise, an iManage strategic technology partner. We discussed how corporate legal teams are effectively leveraging document management, the importance of operational intelligence in today’s AI-enabled legal department, and how AI is affecting the ways enterprises use and access their data.
Jan 20, 2026 • 20min
*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 52
In this 52nd episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed expectations for 2026, the evolution of AI usage in legal, vibe coding, and perspectives on the year ahead.
