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Legal Innovation Spotlight

Latest episodes

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Jun 11, 2025 • 47min

72 - Legal Innovation Without the Theater: Getting Real About Change with Anastasia Boyko

Anastasia Boyko, a Legal Futurist and Product Evangelist at Filevine, dives into the future of legal services with Ted. She emphasizes the urgent need for legal education to shift focus from lawyers to clients. Anastasia explores how innovative practices and technology like AI are reshaping the legal landscape, enhancing efficiency and accessibility. She also discusses the importance of transparency and building authentic client relationships, urging firms to embrace change management to truly deliver value in a rapidly evolving industry.
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Jun 4, 2025 • 47min

Why Clients Are Losing Patience with the Legal Industry’s Pace of Change with Mark Smolik

Ted sits down with Mark Smolik, Chief Legal Officer at DHL Supply Chain Americas, to discuss the future of client-centric legal services. From leveraging AI to drive efficiency to rethinking traditional law firm pricing models, Mark shares his expertise in legal operations and corporate strategy. Highlighting the widening gap between law firm innovation efforts and client expectations, this conversation challenges legal professionals to rethink how they deliver value and adapt to a rapidly evolving marketplace.
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13 snips
May 28, 2025 • 49min

Proactive AI and the Client Experience: What Law Firms Can Learn from Tech Startups with Dan Szabo

Dan Szabo, Senior Director of Innovation at Davis Wright Tremaine, brings a wealth of experience from app development and military service to the discussion on AI's role in legal services. He highlights how proactive AI can transform attorney-client interactions and streamline legal consultations. Szabo advocates for a cultural shift towards innovation in law firms, pointing out the need to balance traditional practices with modern technology. The conversation emphasizes the importance of diverse perspectives for fostering innovation and adapting to a tech-driven legal landscape.
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22 snips
May 21, 2025 • 32min

69 - Why the Big Four Haven’t Disrupted Law—Yet: A Conversation with Richard Tromans

Richard Tromans, Founder of Artificial Lawyer and chair of the Legal Innovators conference series, explores the nuances of legal innovation. He discusses the distinction between genuine change and 'innovation theatre,' emphasizing the need for law firms to embrace forward-thinking strategies. With insights on the rivalry between Big Four firms and traditional law practices, Tromans argues that while resource-rich, the Big Four have yet to disrupt the legal market fundamentally. This conversation is a must-listen for legal professionals looking to navigate future challenges.
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May 14, 2025 • 49min

68 - Inside the CINO Role: From Innovation Theater to Real Change with Michele DeStefano

Michele DeStefano, a Professor of Law at the University of Miami and Faculty Chair at Harvard Law School Executive Education, shares her insights on the transformative role of Chief Innovation Officers in law firms. She highlights the concept of 'innovation theater' and the need for real structural change in the legal sector. The discussion also covers the challenges posed by AI in legal training, the importance of interdisciplinary collaboration, and how outdated compensation models can stifle true innovation. Michele offers a fresh perspective on fostering a genuine culture of innovation.
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May 7, 2025 • 50min

67 - From Tech Skepticism to Strategic Value: The Case for Legal Extranets with Don Fuchs

Ted sits down with Don Fuchs, Co-Founder of Legal Anywhere, to discuss the evolution of legal extranets and how law firms can use them to enhance client collaboration. From the early days of document sharing to today’s integrated workflows and value-added client services, Don shares his expertise in legal technology and innovation. With insights on financial transparency, fixed fee billing, and leveraging Microsoft 365, this conversation offers law professionals a roadmap for standing out in an increasingly competitive market.
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Apr 30, 2025 • 43min

66 - Crawl, Walk, Run: A Realistic Roadmap for Legal Tech Adoption with Katrina Dittmer

Ted sits down with Katrina Dittmer, Director of Legal Technology at Eversheds Sutherland, to discuss the evolution of legal collaboration and the role of Microsoft 365 in modern law firms. From unifying intranet and extranet tools to integrating AI and improving governance, Katrina shares her expertise in transforming legal service delivery through strategic technology. Highlighting a “crawl, walk, run” approach to adoption and the growing need for cloud-based solutions, this conversation offers practical insights for law professionals navigating tech-driven change.
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Apr 23, 2025 • 50min

65 - Extranet 3.0: The Death of Portals and the Rise of Collaboration with Ben Wightwick

Ted sits down with Ben Wightwick, Chief Commercial Officer at Autologyx, to discuss the evolution of extranets and the future of client collaboration in legal tech. From the early days of file sharing to the rise of “Extranet 3.0,” Ben shares his expertise in workflow orchestration and client engagement strategies. With insights on real-time collaboration, AI disruption, and the shift toward unified platforms, this conversation highlights how law firms can stay competitive by embracing innovation and adapting to changing client expectations.
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Apr 16, 2025 • 48min

64 - Legal AI Isn’t One-Size-Fits-All: Building Benchmarks That Work with Ryan McDonough

Ryan McDonough, Head of Software Engineering at KPMG Law, specializing in AI and automation, shares insights into the transformative role of AI in legal services. He discusses the innovative applications of AI technology in everyday scenarios and its potential to reshape legal workflows. Ryan addresses the challenges of adopting AI benchmarks that align with real-world applications and emphasizes the importance of strategic implementation. He also explores the impact of AI on efficiency and growth in law firms, highlighting the need for transparency and adaptation in a rapidly evolving tech landscape.
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Apr 9, 2025 • 43min

63 - Why Only 10% of Law Firms Have AI Policies and What That Means for the Industry with Justin McCallon

Justin McCallon, the CEO & Founder of Callidus Legal AI, dives into how AI is reshaping the legal landscape. He discusses the significant advancements in AI model performance for legal analysis and the importance of selecting the right technology. The conversation highlights the challenges firms face in embracing AI while navigating traditional billing practices. Justin emphasizes the need for clear generative AI policies and a strategic approach to integrate technology, ensuring that AI enhances the role of lawyers rather than replaces them.

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