Legal Innovation Spotlight

Ted sits down with Shruti Ajitsaria, Partner and Head of Fuse at A&O Shearman, to discuss how law firms can collaborate more effectively with legal tech startups and turn innovation into long-term strategic value. From designing a global incubator model to evaluating tools that solve real client problems, Shruti shares her expertise in legal innovation, startup partnerships, and client engagem...

Ted sits down with Winston Weinberg, CEO & Co-Founder at Harvey, to discuss scaling legal AI in a traditionally conservative industry. From building trust with law firms to developing memory and metadata-driven workflows, Winston shares his expertise in legal AI, growth strategy, and change management. As Harvey grows at pace, this conversation offers practical insights for law professionals n...

Ted sits down with Jamie Tso, Senior Associate at Clifford Chance, to discuss vibe coding, AI-powered legal tools, and how lawyers are beginning to build their own technology. From rapid prototyping to AI-assisted software development, Jamie shares his expertise in legal innovation and the practical use of AI by non-technical legal professionals. Exploring both the promise and the pitfalls of AI-d...

Ted sits down with Ed Walters, VP of Legal Innovation + Strategy at Clio, to discuss how AI is reshaping legal education and the way lawyers are trained. From brute-force apprenticeship models to future-ready skills, Ed shares his expertise in legal technology, publishing, and teaching the next generation of lawyers. Framing AI as both a crisis and an invitation, this conversation challenges law p...

Ted Theodoropoulos brings together voices from across legal operations, law firms, technology companies, and the access-to-justice community to explore how AI is reshaping the delivery and business of law. From rethinking lawyer training and workflow automation to improving client experience and expanding access to legal services, this recap episode offers a grounded look at how firms can prepare...

Ted Theodoropoulos brings together insights from legal leaders, technologists, and educators to explore how AI is reshaping the practice, delivery, and business of law. From knowledge management and client experience to legal training and access to justice, this recap episode highlights where AI is creating real value and where human judgment still matters most. Featuring perspectives from across...

Ted sits down with Kyle Poe, Vice President of Legal Innovation & Strategy at Legora, to discuss how AI is transforming both the practice and business of law. From his transition out of Big Law to helping firms navigate AI-driven change, Kyle shares his expertise in legal innovation, analytics, and technology-enabled service delivery. With candid insights on client expectations and differentia...

Ted sits down with Ned Gannon, Co-Founder, CEO and GC at Coheso, to discuss how in-house legal teams are adopting AI native workflows and rethinking the way corporate legal work gets done. From the shift in corporate legal spend to the challenges of change management and measuring ROI, Ned shares his expertise in legal operations, workflow design and AI enabled productivity. With insights on orche...

Ted sits down with Dom Conte, Co-Founder at Purple, to discuss why law firms struggle to innovate and what it really takes to build an AI-first legal organization. From cultural resistance and the “lawyer mindset” to the build-vs-buy dilemma and the power of firm-owned data, Dom shares his expertise in legaltech product development and AI-driven workflows. With a candid look at how junior lawyers,...

Ted sits down with Ben Allgrove, Chief Innovation Officer at Baker McKenzie, to discuss how AI and innovation are redefining the business of law and reshaping what clients value most. From navigating new pricing models to developing the next generation of legal talent, Ben shares his expertise in strategy, technology, and organizational transformation. With insights on the orchestration layer of l...

Ted sits down with Hayley Stillwell, Associate Professor, and Sean Harrington, Director of Technology and Innovation at the University of Oklahoma College of Law, to discuss how AI is reshaping legal judgment, education, and the “reasonable juror” standard. From their mock jury study “Michael Scott Is Not a Juror” to exploring bias in AI and the future of legal specialization, Hayley and Sean shar...

Ted sits down with Jessica Frank, Director of Justice Initiatives at Free Law Project, to discuss how technology, open data, and collaboration are helping close the justice gap. From developing the Litigant Portal to advocating for open court data and accessibility, Jessica shares her expertise in legal innovation and access to justice. With insights on how AI and user-centered design can make the...

Ted sits down with David Perla, Vice Chair at Burford Capital, to discuss how Managed Service Organizations (MSOs) are reshaping the legal industry and what they mean for the future of law firm innovation. From the evolution of capital structures to the cultural challenges of modernization, David shares his expertise in legal finance, entrepreneurship, and business transformation. With insights on...

Ted sits down with Raymond Blyd, CEO of Sabaio and Legalcomplex, to discuss how AI is transforming legal tech, valuations, and the future of legal services. From the rise of one-person billion dollar law firms to the challenges of AI hallucinations in legal work, Raymond shares his expertise in innovation, investment dynamics, and technology design. With insights on capital flows, market trends, a...

Ted sits down with Kevin P. Lee, Law Professor at NCCU School of Law, to discuss the ethics of AI and its implications for law and democracy. From the philosophy of science to the role of human judgment in computational law, Kevin shares his expertise in jurisprudence, ethics, and technology. With insights on privacy, professional identity, and access to justice, this conversation challenges law p...

Ted sits down with Richard Tromans, Founder of Artificial Lawyer, to discuss how AI and automation are driving the next industrial revolution in law. From the cultural barriers holding firms back to the data strategies powering real transformation, Richard shares his expertise in legal innovation, process improvement, and business model evolution. With insights on why AI is becoming the new means...

Ted sits down with Rob Saccone, CTO at Lega, to discuss the lessons of past legal innovation efforts and the future of law firm business models. From the failures of Clearspire and Atrium to the pressures AI is placing on the billable hour, Rob shares his expertise in legal technology, client-focused service design, and investment strategy. With insights on why “the voice of the client always wins...

Ted sits down with David McCarville, Director at Fennemore Craig, P.C., to discuss how AI, R&D, and alternative business models are reshaping the legal industry. From implementing alternative fee arrangements to creating playbooks that train the next generation of attorneys, David shares his expertise in innovation, governance, and client-focused solutions. With insights on balancing work-life...

Ted sits down with Lev Loukhton, Legal Tech Investor at GrayHair Venture Partners, to discuss how AI and digital transformation are reshaping the legal profession. From automating due diligence to challenging the partnership model, Lev shares his expertise in corporate law, innovation, and investing in legal technology. With insights on cultural resistance, client-driven demands, and the rise of A...

Ted sits down with Ben Chiriboga, Chief Growth Officer at Nexl, to discuss how storytelling, business thinking, and technology are reshaping the legal profession. From his journey from practicing law to leading in legal tech, to the rise of AI and agentic workflows, Ben shares his expertise in growth strategy, innovation, and career development. With insights on why law is in a “time between world...

Ted sits down with Patrick DiDomenico and Kevin Klein, Co-Founders of Legal Tech Connect, to discuss the evolution of legal technology, innovation, and the launch of their new Innovators and Investors event. From building the KM&I Conference to bridging the gap between law firms, vendors, and investors, Patrick and Kevin share their expertise in community building, knowledge management, and le...

Ted sits down with Usman Sheikh, Managing Director at High Output Ventures, to discuss how technology, AI, and market pressures are reshaping professional services and law firms. From the collapse of information arbitrage to the limitations of the partnership model, Usman shares his expertise in entrepreneurship, consulting, and building scalable businesses. With insights on consolidation, new bus...

Ted sits down with Ray Sun, Tech Lawyer at Herbert Smith Freehills Kramer, to discuss the global landscape of AI regulation and its impact on the future of law. From building the Global AI Regulation Tracker to unpacking the contrasting AI policies of China and the U.S., Ray shares his expertise in technology law and policy. With insights on how AI regulation is becoming a geopolitical battlegroun...

Ted sits down with Sarah Thompson, Chief Product Officer at BlueStar, to discuss how AI and M365 are transforming legal investigations and eDiscovery. From solving the modern attachment problem to integrating subject matter expertise into AI workflows, Sarah shares her expertise in building custom, defensible solutions for complex legal data challenges. With insights on accelerating case resolutio...

Ted sits down with Gordon Crenshaw, Partner at The LegalTech Fund, to discuss the future of legal services, Law Firm 2.0, and the market forces reshaping the industry. From the challenges of innovation in traditional law firms to the role of AI, private capital, and consolidation, Gordon shares his expertise in legal tech investment and market strategy. With insights on what makes startups succeed...