
I spoke with Daniel Booter, the Director of Marketing of MacroAgility Systems, an iManage partner specializing in integrating tailored solutions and implementations for law firms. We discussed how MacroAgility Systems provides tailored technology solutions for law firms, the problems iSyncKit and Uplift Migration solve, ways to streamline document management, and best practices for optimizing a firm’s legal tech infrastructure.

I spoke with Joseph Frantz, the Founder of TimeSentry, an AI native time tracking solution for hourly billing professionals. We discussed how law firms can use artificial intelligence to capture more value from clients and work smarter, ways that organizations currently approach this process, and where legal technology is headed in 2025.

In this 37th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed the market moves in January 2025, the accelerating pace of change in legal, and AI pitfalls to watch.

I spoke with Josh Smith, the Information Security Manager at Ogletree Deakins, and Ken Jones, a Lecturer at the Seton Hall University Stillman School of Business and the Principal Consultant with Xerdict Group, the technology subsidiary of Tanenbaum Keale. The two leaders are the co-chairs of ILTA’s 2025 EVOLVE conference. We discussed how the event will address the unique challenges law firms have with protecting sensitive client data, practical and actionable AI topics, and speakers who will focus on emerging cybersecurity threats.

I spoke with Chris Williams, the Growth and Partnership Lead at Leya, an AI-powered legal workspace that integrates with firm knowledge systems to automate tasks like due diligence and legal research. We discussed how law firms are implementing generative AI, how they overcome the fear of using AI, best practices for getting started with generative AI, mistakes to avoid when deploying AI, and tips for earning buy-in for new initiatives.

I spoke with Melissa Rogozinski, the founder of RPC Strategies, a growth marketing consulting firm specializing in due diligence, revenue operations, and B-to-B growth marketing, including for organizations in the legal sector. We discussed how legal teams can evaluate the security and compliance of AI products, the risks associated with AI deployment in law firms, the value of a comprehensive security questionnaire in mitigating risk, what investors should consider when assessing the revenue growth potential of legal tech startups, and her eBook.

I spoke with Shashank Pande and Rachita Maker, the co-founders of Ekamm8, a new legal innovation and consulting firm. We discussed how technology is transforming traditional legal practices, ways that Ekamm8’s Agentic AI services are revolutionizing contract management and compliance, how leaders in legal should encourage technology adoption, and where innovation in legal is headed.