PodcastsBusinessPearls On, Gloves Off: The Legal Innovation Podcast

Pearls On, Gloves Off: The Legal Innovation Podcast

Mary O'Carroll
Pearls On, Gloves Off: The Legal Innovation Podcast
Latest episode

98 episodes

  • Pearls On, Gloves Off: The Legal Innovation Podcast

    #97 - The Senior Talent Problem Nobody Wants to Talk About

    23/06/2026 | 52 mins.
    In today's episode, Mary sits down with James O'Dowd, CEO and founder of Patrick Morgan, to explore what legal can learn from the PE and AI disruption already reshaping accounting and consulting. James breaks down why governance is the real unlock private equity brings, how compensation models are shifting away from legacy profit-sharing, and why cultural buy-in ultimately determines whether any of it sticks. On AI, James unpacks the concept of "talent debt" and closes with a bold prediction: a major technology player acquiring a large professional services firm may not be as far off as it sounds.
    This episode is presented by Workday.
    ~~~
    Thank you to our sponsors for making this show possible.
    Kodex
  • Pearls On, Gloves Off: The Legal Innovation Podcast

    #96 - Curating AI Tools for a Global Law Firm

    09/06/2026 | 53 mins.
    In today's episode, Mary sits down with Ilona Logvinova, Chief AI Officer at HSF Kramer, to talk about what it actually takes to turn a global law firm into an AI native organization. They cover why the Chief AI Officer title means something different from innovation, what it takes to build a forward deployed legal engineering function, and why the real edge isn't buying technology - it's the people and incentives behind it.
    This episode is presented by Workday
    ~~~
    Thank you to our sponsors for making this show possible.
    Wordsmith.ai
    Kodex
    ~~~
    Join Mary's Substack Community
    Follow Mary on LinkedIn
    Rate and review on Apple Podcasts
  • Pearls On, Gloves Off: The Legal Innovation Podcast

    #95 - Legal Will Lead The AI Revolution

    26/05/2026 | 59 mins.
    In today's episode, Mary sits down with Aine Lyons, Senior Vice President & Deputy General Counsel and Chief Strategy Officer at Workday, to talk about what it actually takes to build a modern legal department. They cover why Aine deliberately designed Workday's function without a traditional legal ops silo, what it means to reskill every lawyer in the department, and why guardrails and governance matter just as much as the agents you're building on top of them.
    This episode is presented by Workday
    ~~~
    Thank you to our sponsors for making this show possible.
    Wordsmith.ai
    Brightflag
    ~~~
    Join Mary's Substack Community
    Follow Mary on LinkedIn
    Rate and review on Apple Podcasts
  • Pearls On, Gloves Off: The Legal Innovation Podcast

    #94 - Who Needs Associates? Pierson Ferdinand's Partner Only Model

    12/05/2026 | 54 mins.
    In today's episode, Mary sits down with Michael Pierson and Joel Ferdinand, Co-Chairmen of Pierson Ferdinand, and Christina Wojcik, their Chief Innovation Officer. Together, they break down what it actually takes to build the law firm of the future and why buying AI tools without rethinking your structure, culture, and compensation model is the wrong place to start.
    This episode is presented by Workday
    ~~~
    Thank you to our sponsors for making this show possible.
    Wordsmith.ai
    Brightflag
    ~~~
    Join Mary's Substack Community
    Follow Mary on LinkedIn
    Rate and review on Apple Podcasts
  • Pearls On, Gloves Off: The Legal Innovation Podcast

    #93 - Harvey CEO: Individual Productivity Is a Trap

    28/04/2026 | 1h 5 mins.
    In today's episode, Mary sits down with Winston Weinberg, CEO and Co-Founder of Harvey.ai, to talk about what it actually takes to transform legal - and why buying AI tools without rethinking how your entire organization operates is the wrong place to start.
    This episode is presented by Workday.
    ~~~
    Thank you to our sponsors for making this show possible.
    Wordsmith.ai
    Brightflag
    ~~~
    Support the show!
    Join Mary's Substack Community
    Follow Mary on LinkedIn
    Rate and review on Apple Podcasts
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About Pearls On, Gloves Off: The Legal Innovation Podcast
Join Mary O'Carroll as she sits down with General Counsel, Chief Legal Officers, and industry pioneers to tackle the debates reshaping legal services and technology. Presented by Workday.
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