The Legal Ops Podcast

Daryl Osuch, Elliot Leibu
  • 5.0 (13)
  • MANAGEMENT
  • UPDATED BIMONTHLY

The Legal Ops Podcast is about all things legal operations, legal business and legal technology. Every episode covers a new aspect of operations, transformation, or tech implementation, and we never stray far from human change management. Worried that legal is changing too fast, and want to be part of the conversation? This is the podcast for you. Hosted by Daryl Osuch, and created by Alex Rosenrauch and Elliot Leibu.

  1. 12/23/2025

    TLOP 2.0, Ep. 9 - Anna Guo, LegalBenchmarks.ai

    Anna Guo joins the Legal Ops Podcast, talks about LegalBenchmarks.ai, AND... 1) Lawyers Don’t Actually Need 100% Accurate AI (but... Here’s What They Want Instead). 2) Honest Career Paths in the AI Era: Spray & Pray, Personal Brand, or the Connect? 3) The Pigeon Gap, and the potential modern-era strategic genius of having a Fax machine. LegalBenchmarks.ai was a project born from conversations with in-house teams who wanted to understand what actually works, beyond the marketing taglines and vendor demos. It is a collaborative effort powered by lawyers, researchers, and builders who believe in open, practical evaluation. They provide legal teams with unbiased, practical AI performance insight and share real-world findings that help legal teams adopt AI safely and effectively. https://www.legalbenchmarks.ai/home

    1h 7m

  2. 11/10/2025

    TLOP 2.0, Ep. 8 - Brittany Arthur, Design Thinking Japan

    Brittany Arthur (Design Thinking Japan) join the Legal Ops Podcast.Q:What? A: Design thinking is a process for solving complex problems by focusing on human needs first, then exploring possibilities, prototyping solutions, and iterating. Q: Why? A: In an increasingly AI-driven conversation where people are pushing solutions that may not be adopted (especially in legal technology), push back and stay focused on the human (in the loop or otherwise!) that has a business problem to be solved.Q: When? A: Right now. Do it. Push play.---Other notable highlights: - Strategy and effective rollout of AI in large organizations (hint: value multipliers and strategic enablers like legal and legal ops can accelerate a lot of this)- How to think about AI- Questioning "What comes after AI"?- Shohei Ohtani- Brittany's ability to generate value with a bat...

    47 min

  3. 09/26/2025

    TLOP 2.0, Ep. 7 - Phil Weldon

    Phil drops by the Legal Ops Podcast. Once an aspiring artist and comicbook-preneur, he moved on to become a tech-savvy law dragon, and most recently - ambidextrous dad. This episode features: -The secret origin of his ambidexterity: chopsticks, parenting, and boiled eggs, all starring his left hand (and sometimes, his right—blowing minds at family dinners).\ - Epic tales from the legal trenches: from being told he’d never make management to turning down director gigs.- Behind-the-scenes insights from his role building a cutting-edge e-discovery department. - Community building, networking, and the (in)famous "Legal Tech Mafia": early morning runs, big ideas, and laughs. - Servant leadership in action: why giving his time to team members means more than any process or checklist. - How imposter syndrome pops up—and how creativity makes problems solvable and tech solutions cheaper (like, $480k cheaper). Bonus round: secret art skills, geeky tattoo stories, and candid banter that proves legal technology can actually be fun, fast, and friendly.

    57 min
  4. TLOP 2.0, Ep 6 - Matt Lhoumeau

    08/13/2025

    TLOP 2.0, Ep 6 - Matt Lhoumeau

    Matt Lhoumeau, the CEO of Concord Worldwide, joins the Legal Ops Podcast. You should listen if you want to hear about: - His interesting story in the United States - The (un)importance of previous accomplishments and certifications - The CD v. MP3 shift- Controversial opinions on contracts (yes, really) - The value of the human touch in the age of AI - 0 legal teams, data trading, and NDA absorption? Also available on Youtube! Concord: https://eu1.hubs.ly/H0lTSrr0

    50 min

  5. 07/14/2025

    TLOP 2.0, Ep. 3 - Harry Borovick

    Harry Borovick, GC of Luminance, Author and Educator joins the Podcast. Highlights: 1. “People don’t want drills, they want holes.” -Richard Susskind Harry channels Richard Susskind, and then notes that clients care about outcomes, not the tools or processes behind them. A mindset shift towards results seems more relevant than ever in the age of AI, but is this all so simple? “The idea is...people are more interested in the outcome than the process to achieve it. That’s why you often hear the terminology, you know, the black box problem...” 2. The Rise of the Tech-Enabled, Emotionally Intelligent Lawyer Harry gets real about the future of law: it’s not just about knowing the law or using AI, but about soft skills and empathy. Lawyers are often a powerful support system for clients, and the argument here is: AI—no matter how advanced—can’t replace the human touch. “What most people want from their lawyer is one of two things: the correct answer delivered rapidly, concisely, in an applicable manner, and...an emotional crutch essentially, an emotional support system for the client.” 3. Why Legal Education Needs a Revolution Harry critiques traditional legal education, arguing that law schools are failing to prepare students for the realities of modern practice. He calls for universities to embed technology and practical skills into the curriculum, and shares how he’s actively working to bridge that gap. “There are an enormous amount of academic institutions and very few preparing students...(for what the) professsion is going to be...Learning lots of cases doesn’t actually make you able to... have a great deal of experience interviewing a client to Why Listen? 1) Fresh perspectives on what it means to be a lawyer in 2025 and beyond. 2) Actionable insights for law students, educators, and hiring managers. 3) Real talk about the intersection of tech, empathy, and business in legal practice.

    37 min

  6. 04/24/2025

    TLOP 2.0, Ep. 2 - Jane Oxley

    Jane Oxley, the Chief Revenue Officer of Smokeball joins the Legal Ops Podcast. Highlights:- What is pizza anyway? - How well do you know legal trivia? (a.k.a. Do you recognize the name Smokeball?) - The early days of a startup can be hard, but that is harder if you don't have a good winter coat. - How important is it to stay focused? How critical are early adopters? (Spoiler: Very. Very very.) - Legal professionals may be more prone to use advanced technology when it is baked into things in a seamless way. - Are there differences in approach to when dealing with a small law firm v. a larger corporation? - Can this all be easy peezy?

    53 min

  7. 03/17/2025

    TLOP 2.0, The Pulse: March 2025 - Dongles and Rabbitholes

    In this Pulse episode, Daryl and Elliot discuss: DonglesWho first introduced the idea of LLMs "talking" to LLMs?LLMs actually "talking" to LLMsMaking AIMI a thing DeepseekResearch LLMs (specialization v. generalization)Using words with imperfect definitions, and rabbitholes"Probabilistic loops" and "thinking"

    35 min

  8. 03/05/2025

    TLOP 2.0, Ep. 1 - JP Biard

    JP Biard, the Chief Global Strategy Officer at LegalOn Technologies joins the Legal Ops Podcast. Highlights:- How much has LegalOn grown?- Why do people go to law school? What does technology have to say about that?- Are lawyers reluctant to adopt new technology?- What has LegalOn's evolution been, and how is that different from other players in this space?- What is the real impact of contract lifecycle management systems? Or, who gets the most benefit?- Isn't the art of the possible just a flowery way to say "education"?- What is the power of playbooks?- What are the differences in lawyers across geographies?

    59 min
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5
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About

The Legal Ops Podcast is about all things legal operations, legal business and legal technology. Every episode covers a new aspect of operations, transformation, or tech implementation, and we never stray far from human change management. Worried that legal is changing too fast, and want to be part of the conversation? This is the podcast for you. Hosted by Daryl Osuch, and created by Alex Rosenrauch and Elliot Leibu.

Information

  • Creator
    Daryl Osuch, Elliot Leibu
  • Years Active
    2019 - 2025
  • Episodes
    111
  • Rating
    Clean
  • Copyright
    © Daryl Osuch, Elliot Leibu
  • Show Website
    The Legal Ops Podcast