Laura has been looking forward to this one for a while. On this episode of That Tech Pod, we sit down with Justin Silverman, the Chief Operating Officer of Legal Solutions at Mitratech, to talk about what it really takes to build and scale enterprise software in the age of AI.

Justin has led product organizations across legal technology, insurance technology, and enterprise SaaS, giving him a unique perspective on how different industries adopt technology, where product strategy succeeds or fails, and why organizational leadership becomes just as important as product innovation as companies grow. We discuss the surprising similarities and differences between building software for lawyers versus insurance professionals, the balance between product decisions and people decisions, and what changes when you're responsible for one of the largest legal software portfolios in the industry.

The conversation also takes a practical look at AI beyond the marketing headlines. Justin shares how Mitratech is approaching AI both inside the business and for customers, where employees are still hesitant to embrace AI in their daily work, and whether AI has actually made product management easier or simply raised expectations for everyone involved. We also explore why legal spending continues to rise despite decades of technology-driven efficiency gains and the costly mistakes software companies make when chasing growth instead of solving real customer problems. If you're interested in product leadership, AI adoption, legal technology, or simply how large software organizations make strategic decisions, this episode offers an inside look from someone helping shape the future of enterprise legal software.

Justin Silverman is Chief Operating Officer of Legal Solutions at Mitratech, leading Product Management, Engineering, and Operations across the Legal Solutions division, with responsibility for bringing AI-powered solutions to customers and driving AI adoption across Mitratech's own operations. In March 2021, he joined Mitratech from Vertafore, a software provider in the insurance industry, where he led product management for their insurance agency management system business. Prior to Vertafore, he was VP of Product Management and General Manager of LexisNexis CounselLink, an e-billing and matter management solution. Justin's experience spans growing B2B software businesses, solving complex customer problems, and driving performance across large, cross-functional teams.

This week on That Tech Pod, we sit down with Matt Mahon, Vice President of Client Solutions at Level Legal, to talk about what's really happening across the legal technology landscape in 2026. Matt shares what attorneys are asking for today, why AI hasn't driven costs down as quickly as many predicted, and how legal teams should be preparing for emerging evidence sources like AI assistants, chatbots, and ephemeral communications.

We also discuss whether traditional eDiscovery pricing models still make sense, the assumptions the industry will soon leave behind, and what it takes to build defensible, evidence-first workflows in an AI-powered world. Matt explains why AI is transforming legal work without eliminating the complexity that drives litigation, and why organizations that focus on governance and strategy will ultimately see the biggest gains. We also explore the biggest trends shaping the industry this year, what excites him most about where legal technology is headed, and where he believes the market is still falling short.

Finally, Matt celebrates Level Legal's new Band 3 ranking in the 2026 Chambers Litigation Support Guide for USA Nationwide eDiscovery providers and previews his upcoming Electronic Discovery Reference Model webinar on digital evidence and recent case law.

Learn more about Level Legal's Chambers ranking:
https://www.prnewswire.com/news-releases/level-legal-earns-ranking-in-chambers-and-partner-2026-litigation-support-guide-for-ediscovery-302809787.html

Register for the EDRM webinar, "Digital Evidence: Mapping the Landscape with Case Insights": https://levellegal.com/resources/

Matt Mahon is the Vice President of Client Solutions at Level Legal. Matt draws on decades of experience in eDiscovery to help clients develop bespoke solutions to their problems. Matt regularly shares his expertise and thought leadership, speaking at industry conferences, CLE events, law firm trainings, and more. He holds several industry certifications, including CEDS from ACEDs, IGP from ARMA International, and is a RelativityOne Certified Pro and Relativity Certified Sales Pro. Matt also serves as the President of the ACEDS Jacksonville chapter.

This week on That Tech Pod, we sit down with Sebastian Wernicke, a globally recognized expert on data and AI strategy whose TED Talks have been viewed more than five million times. Sebastian argues that successful AI adoption has far less to do with choosing the right tools and far more to do with building the right culture.

We explore why "data-driven" organizations often struggle to make better decisions, and why Sebastian prefers the idea of being "data-inspired" instead. He explains how leaders can create cultures built on evidence, curiosity, and better questions rather than dashboards and reports. The conversation also takes a fresh look at Shadow AI. Rather than treating employees' use of unauthorized AI tools as simply a security problem, Sebastian explains why it can be a signal that workers are frustrated by broken processes, inefficient workflows, and organizational bottlenecks. We also tackle the growing debate around whether AI is entering bubble territory, what executives misunderstand about AI demand, and how massive investments like Kirkland & Ellis's reported $500 million AI initiative could reshape competition across industries. Will AI become a game where only the largest organizations can afford to compete, or will smaller companies find new ways to stay ahead? Finally, Sebastian shares examples from his book Data Inspired that show how organizations can unlock the value of data not through technology purchases, but through culture, leadership, and better decision-making habits. If you're trying to separate AI hype from business reality, this episode offers a practical roadmap for what actually drives transformation.

A leading expert in data and AI strategy, Sebastian Wernicke believes that the key to unlocking data’s power lies not in technology, but in leaders fostering a culture of evidence and inquiry. For over 20 years, Sebastian has guided organizations around the world to harness the power of data and AI to achieve breakthrough transformation. Sebastian's ability to make complex topics around data accessible, engaging, and actionable has made him a sought-after speaker and workshop facilitator. His three acclaimed TED Talks have reached over 5 million viewers.