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Artwork for Pearls On, Gloves Off: The Legal Innovation Podcast

Pearls On, Gloves Off: The Legal Innovation Podcast

Mary O'Carroll
Legal Operations
Ironclad
Legal Technology
Digital Transformation
Contracts Lifecycle Management
Collaboration
Victim Mindset
Legal Services Delivery
Skill Development For Lawyers
Future Of Legal Profession
Legal Education
Legal Innovation
Artificial Intelligence
Generative AI
Leadership
Contract Management
Change Management
Standard Chartered Bank
Flex Talent
Subconscious Beliefs

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.

PublishesTwice monthlyEpisodes91Founded4 years ago
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ManagementBusiness

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Artwork for Pearls On, Gloves Off: The Legal Innovation Podcast

Latest Episodes

This episode of Pearls On, Gloves Off is powered by Workday. Learn more at workday.com.

In this episode, Mary sits down with Claire Hart, Chief Operating Officer, Chief Legal Officer, and Board Member at Groq, to talk about what legal leaders shoul... more

In this episode of Pearls On, Gloves Off, Mary sits down with Bill Ryan, Senior Vice President and Chief Compliance Officer at AT&T, and Ava Guo, Assistant Vice President and Senior Legal Counsel, to talk about leading through the AI inflection point... more

In this episode of Pearls On, Gloves Off, Mary sits down with Mike Abbott, Head of the Thomson Reuters Institute, to unpack the paradox: how can firms be thriving on paper while the ground shifts beneath them? Clients are tightening spend. Work is mo... more

Mary O'Carroll kicks off a new era of Pearls On, Gloves Off - independent, sponsor-curious, and still laser-focused on what's actually changing in legal. Her first guest in this new chapter is the person many listeners will recognize instantly: Alex ... more

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Recent Guests

Bill Ryan
Senior Vice President and Chief Compliance Officer at AT&T
AT&T
Episode: #89 - AT&T's New In House Law Firm
Ava Guo
AVP and Senior Legal Counsel at AT&T, leading e-discovery and legal technology
AT&T
Episode: #89 - AT&T's New In House Law Firm
Mike Abbott
Leads the Thomson Reuters Institute and shapes its research across legal, corporate, tax and accounting.
Thomson Reuters Institute
Episode: #88 - Big Law: Record Profits… For Now
Alex Su
Former litigator, current Chief Revenue Officer at Latitude Legal, known for his comedic content related to the legal profession.
Latitude Legal
Episode: #87 - Updates & Hot Takes with Alex Su
Keir Gumbs
Chief Legal Officer at Edward Jones with over 24 years of experience in law and business, previously held senior positions at Uber and Covington.
Edward Jones
Episode: #85 - Edward Jones CLO Is Moneyball-ing Legal Risk
Jennifer Soltau
Senior Manager of Legal Recruiting at Goodwin
Goodwin
Episode: #83 - Recruiting Gen Z Lawyers in a Broken System
Genevieve Riccardelli
Leads entry-level hiring, law school engagement, and the summer program for Goodwin's New York office
Goodwin
Episode: #83 - Recruiting Gen Z Lawyers in a Broken System
Ben Campbell
General Counsel of Deloitte, formerly a partner at Latham and a prosecutor at the DOJ
Deloitte
Episode: #82 - Deloitte Prices for Outcomes. Law Firms Will Too.
Rachel St. Peter
General Counsel for Nestlé Health Sciences in the US.
Nestlé Health Sciences
Episode: #79 - In House Career Growth: Being a Great Lawyer Isn't Enough

Host

Mary O'Carroll
Host focused on legal ops, technology, and strategy; frequently discusses AI adoption and outside counsel relationships.

Reviews

4.8 out of 5 stars from 44 ratings
  • Great Content for any Legal Ops Professional

    Mary always provides insightful content for which I am eagerly awaiting to learn with each podcast. I learn so much and receive the reinforcement needed to become a better Legal Ops professional. Thank you Mary!!

    Apple Podcasts
    5
    St Johns CR210
    United States3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Guests provide real-world examples, case studies, and honest assessments of AI and tech adoption in legal teams.
The host is commended for asking insightful questions and steering conversations toward actionable outcomes.
Listeners consistently praise high-caliber guest lineups and practical takeaways for legal operations.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

#87 - Updates & Hot Takes with Alex Su
Q: What do you think about the rise of ALSPs?
ALSPs are positioning themselves alongside traditional law firms, providing essential services while offering diverse paths for legal professionals.
#87 - Updates & Hot Takes with Alex Su
Q: What makes legal tech adoption so hard?
Legal tech adoption is challenging because simply buying AI does not equate to effective usage. Integration into daily workflows is essential for realization of its value.
#85 - Edward Jones CLO Is Moneyball-ing Legal Risk
Q: How did you go in?
Anytime you come into an organization, you have to start with humility.
#85 - Edward Jones CLO Is Moneyball-ing Legal Risk
Q: What pieces have you taken from each of those? And how do you describe the culture that you try to convey now?
I focus on creating a strong, cohesive team culture, drawing on lessons from past experiences in various organizations.
#85 - Edward Jones CLO Is Moneyball-ing Legal Risk
Q: Where do you start? How did you figure out the lay of the land and where to start bringing an innovative mindset to things?
I started with humility, aiming to learn about Edward Jones and engage in transformation without immediately trying to change everything.

Audience Metrics

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Frequently Asked Questions About This Podcast

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This show concentrates on how legal services intersect with technology, operations, and business strategy. Episodes frequently explore AI-enabled in-house models, outsourcing versus internal capabilities, modernization of legal departments, and innovative pricing and engagement with outside counsel. Across guests—GCs, CLOs, and senior legal ops leaders—the conversations highlight practical implementations, change management, and the balance between efficiency and high-quality legal judgment. A notable pattern is aligning legal operations with business outcomes, often challenging traditional billable norms and vendor relationships, while showcasing real-world case studies from large organizations across tech, finance, and consumer sectors.

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These podcasts share a similar audience with this podcast:

1. Hard Fork
2. The Ezra Klein Show
3. CLOC Talk
4. Up First from NPR
5. On with Kara Swisher

How many episodes of this podcast are there?

this podcast launched 4 years ago and published 91 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on this podcast?

Recent guests on this podcast include:

1. Bill Ryan
2. Ava Guo
3. Mike Abbott
4. Alex Su
5. Keir Gumbs
6. Jennifer Soltau
7. Genevieve Riccardelli
8. Ben Campbell

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