The Future of Law Is Today
by Ceschino | The Legal Tech Guide
Straight talk on law, legal tech, and the future of the profession with experts on the practice of law, AI and other technology, legal operations, and education.Hosted by Ceschino Brooks_de_Vita, Harvard Law grad, ex-BigLaw attorney, legal tech / AI expert, and founder of The Legal Tech Guide.The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com).
Episodes
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Law's Cold Fusion Moment - Agentic AI and Anti-Hallucination, ft. Filevine CEO Ryan Anderson | The Future of Law Is Today, Ep. 22
Summary Ryan Anderson, co-founder and CEO of Filevine, joins Ceschino to discuss how AI is moving from a one-question-at-a-time tool to an always-on, matter-aware system for legal work. The conversation covers a broad range of topics including the advent of agentic AI, how AI can anticipate legal...
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Preventing Midlife Burnout for Lawyers, ft. Soul Coach Benjamin O. Field | The Future of Law Is Today, Ep. 21
Summary Benjamin shares his transformative journey from a successful career in law to becoming a depth coach for high-performing professionals. He discusses the concept of depth coaching, emphasizing the importance of understanding the unconscious and the ego's role in personal development. The...
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How Do We Train and Teach With AI? ft. Flits Founder Mathieu Bouillon | The Future of Law Is Today, Ep. 20
Summary Mathieu Bouillon starts the conversation by discussing the adoption of legal AI in Europe compared to the US, highlighting the emergence of legal tech startups and diminishing language barriers. Mathieu also addresses the impact of AI on legal education, stressing the importance of…
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An In-House Lawyer’s Perspective on Buying AI, ft. In-House Counsel Travis Zollner | The Future of Law Is Today, Ep. 19
Summary Travis Zollner joins Ceschino to discuss the frustration of navigating the legal AI world as a practicing lawyer looking for reliable solutions and clear information about what any given solution does and doesn’t do. Travis discusses the challenges and opportunities of integrating AI into...
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AI Negotiation Agents and the New Law Career, ft. Ozeki Founder Kenneth Carter | The Future of Law Is Today, Ep. 18
Summary Kenneth Carter shares his journey from being a lawyer to founding Ozeki, a legal tech company focused on automating and enhancing negotiation processes. He discusses the limitations of generative AI in legal contexts and introduces the concept of “artificial discretion” as a more…
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The Legal OS and Reshaping the Practice of Law, ft. 9to5 Founder Marla Calvert Miller and Legal Futurist Anastasia Boyko | The Future of Law Is Today, Ep. 17
Summary This episode explores an emerging concept in legal tech and AI: the legal operating system. 9to5 Legal Docs founder Marla Calvert Miller and legal futurist Anastasia Boyko share insights earned over a varied pair of careers in legal practice, legal tech, and legal education and training....
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Staying Composed Even With Ambitious Goals, ft. Paragon Tech Founder Jay McAllister | The Future of Law Is Today, Ep. 16
Summary Jay McAllister joins Ceschino to share his experience working in high-pressure environments of his own creation, and how he maintains focus and composure while targeting ambitious goals. Jay discusses the inspiration behind and results of his 100x social experiment. The conversation also...
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What Is AI, Anyway? A Primer for Lawyers, ft. 2nd Chair Co-Founder Austin Brittenham | The Future of Law Is Today, Ep. 15
Summary Austin Brittenham, a lawyer and legal tech founder who started his legal AI company while still in law school, provides a thorough overview of AI – what it is, how the tech has evolved, and where it’s going. He dives into the implications of AI for lawyers and the practice of law, from...
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Automation vs. AI for Lawyers, ft. Director of Automation Elisa Silverglade | The Future of Law Is Today, Ep. 14
Summary Elisa Silverglade discusses her journey in legal automation, emphasizing the importance for lawyers of client relationships over simply getting paperwork done. She distinguishes between AI and automation, explaining how automation can enhance efficiency in law firms. The discussion also...
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How Does Legal AI Really “Think?” ft. Opine Law Co-Founders Grant Taylor and Scott Tandoi | The Future of Law Is Today, Ep. 13
Summary Grant Taylor and Scott Tandoi discuss their journey into legal tech, focusing on the integration of large language models in law. They explore the limitations of LLMs, the importance of context engineering, and how AI can augment human expertise rather than replace it. The discussion also...
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Why Is Buying Legal AI So Painful? ft. Legal Benchmarks Founder Anna Guo | The Future of Law Is Today, Ep. 12
Summary Anna Guo shares her journey from law to legal tech and AI, discussing the challenges faced in legal tech sales cycles, particularly the lengthy and complex demo processes. She emphasizes the disconnect between sales teams and the actual user experience, advocating for more user-friendly...
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Startup Lessons From a Litigator ft. Legion Founder Arthur Rothrock | The Future of Law Is Today, Ep. 11
Summary Arthur Rothrock shares his journey from being a litigator to founding a legal tech company, Legion. He discusses the transformative impact of AI in legal practices, the challenges of selling to lawyers, and the importance of building trust in the legal tech ecosystem. Arthur emphasizes…
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Designing a Better Legal Profession (and AI) ft. Legal Design Consultant Laura Hartnett | The Future of Law Is Today, Ep. 10
Summary Laura Hartnett shares her journey into legal design, emphasizing the importance of a human-first approach and design thinking in legal operations. The discussion highlights her experience at the recent Women + AI Summit, focusing on the need for inclusive communities and the role of women...
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Is the Billable Hour Really Dying? ft. Billables AI Founder Nancy Jeng | The Future of Law Is Today, Ep. 9
Summary Nancy Jeng, co-founder of Billables AI, joins Ceschino to discuss the challenges of timekeeping in the legal profession and how her company aims to alleviate these pain points through innovative technology. She shares insights on the importance of user experience in billing software, the...
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Taking the Initiative in Legal Ops, ft. Legal Ops Strategist Gabriel Saunders | The Future of Law Is Today, Ep. 8
The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this engaging, wide-ranging conversation, legal ops strategist Gabriel Saunders joins Ceschino Brooks_de_Vita to discuss all things legal tech and legal ops, from vibe coding to tech...
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Cutting Through the Legal Tech Noise, ft. Legau Founder Luís Alves Dias | The Future of Law Is Today, Ep. 7
Description The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary We’re starting 2026 with a conversation that explores the noise around legal tech and AI. Legau founder Luís Alves Dias joins host Ceschino Brooks_de_Vita to discuss how to cut...
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Meeting Lawyers Where They Are, ft. JuristAI Founder Ali Mohammed | The Future of Law Is Today, Ep. 6
Description The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this conversation, Ali Mohammed discusses his journey into legal tech, emphasizing the importance of understanding user needs and creating solutions that integrate seamlessly...
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Bridging the Trust Gap in Legal Tech, ft. TeareOne Founder James Teare | The Future of Law Is Today, Ep. 5
The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this conversation, James Teare shares his extensive experience in legal tech and discusses the critical trust gap between legal tech vendors and legal teams. He emphasizes the importance...
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Legal Tech Marketing Is Broken, ft. Reality Brief Author Robert Forte Jr. | The Future of Law Is Today, Ep. 4
The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this conversation, Robert Forte shares his unique journey as both a lawyer and a pastor, discussing how his dual background informs his insights into the legal tech industry. He…
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When to Build vs. Buy Legal Tech, ft. Talking Tree Founder Cecilia Wang | The Future of Law Is Today, Ep. 3
The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this conversation, Ceschino welcomes Cecilia Wang, founder of TalkingTree.app, who shares her journey in law and legal tech, emphasizing the importance of access to justice and the...
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AI Rottweilers Are Coming for Lawyers? ft. Legalito Founder Peter Ambrose | The Future of Law Is Today, Ep. 2
The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this conversation, Peter Ambrose joins Ceschino to share his unique journey from a technology background to running a law firm and a legal tech startup, Legalito. He discusses the…
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How to Choose Legal Tech Your Team Will Actually Use, ft. BetterWiser Founder Lynette Ooi | The Future of Law Is Today, Ep. 1
The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com). Summary In this engaging podcast episode, Ceschino welcomes Lynette Ooi, founder and CEO of BetterWiser, to discuss the evolving landscape of legal tech. They explore the challenges of technology...
About this show
Straight talk on law, legal tech, and the future of the profession with experts on the practice of law, AI and other technology, legal operations, and education.Hosted by Ceschino Brooks_de_Vita, Harvard Law grad, ex-BigLaw attorney, legal tech / AI expert, and founder of The Legal Tech Guide.The Future of Law Is Today is the official podcast of The Legal Tech Guide (thelegaltechguide.com).
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Ceschino | The Legal Tech Guide
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