Reinventing Professionals

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.

How Law Department Leaders Should Approach Technology Adoption to Maximize Impact and Efficiency

I spoke with Anne Post, CEO of Xakia, North America, a provider of legal matter and contract management solutions. We discussed how law department leaders should approach technology adoption to maximize impact and efficiency, the biggest challenges in-house legal teams face in demonstrating value, and the most compelling opportunities for legal departments to become true strategic partners within their organizations.

09-15
09:41

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 46

In this 46th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed budgeting, purchasing, and piloting in legal tech, measuring ROI and value, and building community.

09-12
24:09

How In-House Counsel Can Use the RAILS Risk Framework to Better Approach AI Risk Assessment and Governance

I spoke with Diane Homolak, the VP of Technology Solutions for Integreon, Sylvain Magdinier, an independent consultant specializing in legal transformation and innovation, and Gayle Gorvett, the CEO and Managing Director of GGorvett Consulting. They are all part of a workstream within RAILS that helped further the deployment and development of AI in the legal profession. We discussed how in-house counsel can use the RAILS Risk Framework to better approach AI risk assessment and governance, and ways that legal teams are managing AI risk, along with privacy and cybersecurity.

09-10
14:43

Advocacy, Operational Maturity, AI, and the Future of Legal Operations

I spoke with Oyango Snell, the Executive Director of the Corporate Legal Operations Consortium. We discussed the biggest challenges facing leaders in legal operations, how they can more effectively highlight their contributions to their organizations, the value of operational maturity skills, and the skills necessary for legal operations leaders to thrive.

09-08
10:03

Empowering Collaboration, Maintaining Culture, and Ensuring Accountability in a Distributed Law Firm

I spoke with Kevin Broyles, the co-founder and managing partner of FisherBroyles, a distributed law firm. We discussed how legal teams can empower collaboration, maintain culture, and ensure accountability with remote teams, the professional, personal, and financial benefits of a distributed law firm model, and best practices for driving law firm growth in a rapidly changing environment.

09-05
12:43

The Difference Between How Legal Teams Are Using Generative AI and Agentic AI

I spoke with Sagi Eliyahu, the CEO and co-founder of Tonkean, a process orchestration platform, and the maker of LegalWorks, which helps legal teams automate complex processes and time-consuming workflows. We discussed the best practices for legal teams looking to adopt AI, the difference between how legal teams are using generative AI and agentic AI, and misconceptions about the capabilities of AI.

09-03
14:44

The Value of Fractional GC and HR Services

I spoke with Monica Winghart and Doug Luftman, the Founders of Velocity Edge Advisors, a San Francisco-based legal and HR services firm. We discussed the value of combining on-demand legal and HR services, the rising interest in fractional GC services, and the importance of understanding a client's business to exceed expectations.

08-28
11:11

Digital Transformation, Generative AI, and the Future of Practicing Law

I spoke with Nick Abrahams, a partner and the Global Co-Leader of Digital Transformation at Norton Rose Fulbright, who is also the Co-Founder of LawPath, a direct-to-consumer legal services provider. We discussed balancing digital transformation and practicing law, the effect of generative AI on the legal profession, and the qualities that matter most to prospective clients.

08-26
21:32

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 45

In this 45th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed ILTACON 2025, the Copilot gateway to generative AI, and transforming legal training.

08-21
31:11

ILTACON 2025 Mixtape

I was fortunate to speak with the following leaders at the 2025 International Legal Technology Association Conference for my mixtape of their perspectives on trends and opportunities in the current market:   Dan Arntsen, Strategic Relationship Manager, Affinity Consulting Group Melissa Ballesteros, Manager of AI and Legal Technology Adoption, Holland & Knight (Miami) Kevin Blomberg, Senior Public Relations Manager, Disco Ryan Cagnoni, Chief of Staff, Elite Technology Nnamdi Emelifeonwu, CEO of Definely Kyle Gribben, Head of Digital Services, Matheson John Haddock, Chief Business Officer,  Harvey David Horrigan, Discovery Counsel and Legal Education Director, Relativity Matt Mahon, VP of Customer Experience, Level Legal Anthony Muljadi, General Manager of Large Law, LexisNexis Beau Wysong, SVP of Global Marketing, Opus 2 Ozan Yalti, Co-Founder, Draftwise

08-19
10:17

ILTACON 2025: Empowering How Transactional Lawyers Practice

I spoke with Nnamdi Emelifeonwu and Bruno Belcastro Pinto, the CEO and Senior Product Leader, respectively, at Definely, an AI-powered productivity suite for contract drafting and review, during the 2025 International Legal Technology Association Conference. In this second part of our interview, we discussed the growth of the legal technology sector, how the company is integrating its release of Cascade during ILTACON into its portfolio of tools, and the way technology is affecting the practice of law.

08-14
07:07

ILTACON 2025: Using AI to Better Understand the Effects of Modifications to Contracts

I spoke with Nnamdi Emelifeonwu and Bruno Belcastro Pinto, the CEO and Senior Product Leader, respectively, at Definely, an AI-powered productivity suite for contract drafting and review, during the 2025 International Legal Technology Association Conference. In this first part of our interview, we discussed the company's origin story, its release of Cascade during ILTACON, and the value it provides to transactional lawyers focused on complex, high-value documents and contracts.

08-12
07:44

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 44

In this 44th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed tips for ILTCON, networking over breakfast, dinner, and running at the conference, and new developments to watch.

08-08
17:00

How Legal Professionals Should Prepare for and Adapt to an AI-Centric E-Discovery Landscape

I spoke with Jim Sullivan and Tom Palladino, the Founder and President, respectively, at eDiscovery AI, which leverages artificial intelligence for document review, privacy response, investigations, and litigation. We discussed how legal professionals should prepare for and adapt to an AI-centric e-discovery landscape, the value of early case intelligence, and the biggest opportunity for legal teams to improve outcomes by embracing AI.

08-07
11:06

The Connection Between Compliance and Generative AI

I spoke with Gabriel Buigas, the Executive Vice President of Legal & Compliance Solutions at Integreon, a global provider of tech-enabled legal and business solutions. We discussed how legal teams are utilizing generative AI to enhance regulatory compliance, the compliance management challenges legal departments are facing, and where in-house teams are effectively using generative AI beyond compliance.

08-06
11:45

Lessons in Leadership

I spoke with Donna Frugoli, the Lead Application Support Analyst at Seyfarth Shaw, Julia Montgomery, the Director of Practice Enablement at King & Spalding, and Carlos Rodriguez, the CEO & CISO at CA2Security. The three are contributors to a new book titled "Lessons in Leadership," published by the International Legal Technology Association. We discussed the lessons they shared in the book, the power of relationship-building in a hybrid environment, best practices for demonstrating intellectual curiosity, and how strategic planning and team building affect the success of an initiative.

08-05
15:57

Maximizing Case Management to Empower Modern Litigation

I spoke with Keao Caindec, the Co-Founder and CEO of Clarra, a case management platform. We discussed how law firms are leveraging case management, ways that it can help global enterprises track litigation, the benefits of using reporting and analytics to measure and forecast, and how AI is affecting the way law firms and legal departments manage their dockets.

08-04
09:38

CEO Roundtable: Legal Sector CEOs Recap the First Half of 2025 and See Opportunity Ahead

It was a privilege to feature the following leaders in legal technology and legal services for the Q2 2025 Ari Kaplan Advisors CEO roundtable discussion about trends, challenges, and opportunities: Milan Bobde, Oddr Keao Caindec, Clarra William Johnson, TCDI Marcel Lang, Epona Nishat Mehta, Lexitas Subroto Mukerji, Integreon Gene Phillips, PF2 Securities Luke Suydam, Page Vault

07-31
19:30

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 43

In this 43rd episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed aligning human judgment with AI support, advice for those considering law school, and ILTACON.

07-25
09:43

Improving Billing and Collections to Enhance Client Service

I spoke with Milan Bobde, the co-founder and CEO of Oddr, an AI-powered invoice-to-cash platform for law firms. We discussed how law firms are addressing the invoice-to-cash process, the benefits of integrating legal technology platforms in law firms, and ways that improving billing and collections can enhance client service.

07-23
14:22

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