Pearls On, Gloves Off

Welcome to another episode of Pearls On, Gloves Off with your host, Mary O’Carroll, Chief Operating Officer at Goodwin. Today, Mary dives deep with Chris Grant, Head of Legal Market Engagement at HSBC, to unravel the evolving landscape of the legal industry. Chris Grant isn’t your typical legal professional. Frustrated by the glacial pace of change in an industry resistant to innovation, Chris has spent his career challenging the status quo. From his early days in private practice to his current role at HSBC, he’s been a relentless advocate for efficiency and transformation in legal services. He’s built ecosystems supporting next-generation legal solutions, notably at Barclays Eagle Labs, and has been recognized in the Financial Times Innovative Lawyers Top 10 Entrepreneurs and the Legal 500 GC Power List. In this episode: ·         The Frustration That Fuels Change: Chris shares how his early career disillusionment ignited a passion for legal transformation. ·         Is Change Finally Happening? A candid discussion on whether the legal industry is genuinely evolving or just paying lip service. ·         The Death of the Billable Hour: Will we ever see it? Chris offers a provocative take on alternative fee arrangements—or as he calls them, Effective Fee Arrangements (EFAs). ·         Trust Issues: Delving into the often-unspoken lack of trust between clients and firms, and how it hinders progress. ·         Data as the New Gold: How leveraging data can revolutionize legal services, from pricing to service delivery. ·         Advice for In-House Teams and Firms: Practical steps both sides can take to build trust, embrace innovation, and deliver real value. ·         The Role of Technology: Why AI is more than just a buzzword and how it’s accelerating conversations that were stagnant for decades. ·         Future Gazing: Chris’s vision for the next 5-10 years in legal services, and why he believes the time for change is now. If you’re as passionate about legal transformation as Mary and Chris, or just curious about the seismic shifts shaking up the industry, this episode is a must-listen. Follow Mary on LinkedIn Rate and review on Apple Podcasts

Reena SenGupta, a legal industry thought leader with nearly 30 years of experience, discusses the transformative changes in law firms. She explains how generative AI is reshaping the legal landscape, making practices more efficient. Reena highlights the evolution of legal rankings and their importance in reflecting true client value. She advocates for new success metrics that prioritize innovation over profits and emphasizes the need for a revamped legal education to better prepare future professionals for a changing market.

Welcome to another episode of Pearls On, Gloves Off with your host, Mary O’Carroll, Chief Operating Officer at Goodwin. In this episode, Mary sits down with Joe Hyrkin, Chief Executive Officer of Issuu, a leading digital publishing platform that’s transformed how content is shared and consumed online. With over 30 years of experience in startup and growth technology leadership across Silicon Valley, New York, Asia, and Europe, Joe brings a wealth of knowledge from early-stage ventures to IPOs and successful exits. Under his 11-year leadership at Issuu, the company expanded its product offerings, increased revenue and profitability, forged partnerships with industry giants like Canva, Adobe, and HubSpot, and achieved a nine-figure exit in a challenging M&A landscape. In this episode: Navigating a Successful Exit: How Joe led Issuu to a nine-figure sale during a slow year for M&A and capital markets. Flexibility and Resilience: The importance of adaptability in leadership amidst unpredictable market conditions. Strategic Positioning: Tips on positioning your company to maximize future options, including building relationships with potential acquirers and advisors. The Evolving Role of Legal Counsel: Discussing how lawyers are now integral business advisors, not just legal advisors. Working Directly with CEOs: Joe’s advice to lawyers on effectively collaborating with CEOs versus in-house counsel. Building the Right Team: The value of surrounding yourself with advisors and talent who deeply understand your business and industry. Human Connections in Business: The significance of authentic relationships and trust in driving business success. If you enjoyed our conversation with Joe Hyrkin, be sure to subscribe to Pearls On, Gloves Off for more candid discussions with leaders shaping the legal and corporate landscape. We’d love to hear your thoughts—connect with us on social media and join the conversation! Follow Mary on LinkedIn Rate and review on Apple Podcasts

In this discussion, Anthony McCusker, Chair of Goodwin Law Firm, and Mark Bettencourt, Managing Partner, share insights on the future of legal practice. They emphasize the firm's unique, collaborative culture, and a client-centric approach that goes beyond traditional legal services. The leaders discuss the impact of technology and innovation in enhancing client relationships. They also explore the evolving role of legal professionals, highlighting the importance of mentorship and adaptability in a rapidly changing industry.

Welcome to another episode of Pearls On, Gloves Off with your host, Mary O’Carroll, Chief Operating Officer at Goodwin. After a brief hiatus, we’re back, and this episode features a fascinating conversation with Alyssa Harvey Dawson, Chief Legal Officer at HubSpot. With over 20 years of experience leading legal teams at major companies like Gusto, Sidewalk Labs, Netflix, and Autodesk, Alyssa shares her insights on navigating AI challenges, the evolving role of legal leadership, and what it takes to build strong legal operations in today’s complex, tech-driven landscape. In this episode: ·         The evolving role of general counsel as a strategic partner in business growth. ·         The importance of trust and data governance in legal teams’ approach to AI. ·         The challenges of balancing global regulations, customer expectations, and innovation. ·         Building a legal team that fosters business alignment and addresses customer needs. ·         Insights into HubSpot’s legal operations and their approach to managing AI, compliance, and data security. ·         Alyssa’s thoughts on the skills needed to succeed in today’s legal operations roles, including business judgment and adaptability. ·         The unexpected benefits of improv in developing leadership skills in a corporate setting. Enjoyed this conversation? Don’t forget to subscribe to Pearls On, Gloves Off for more insightful discussions with leading figures in the legal and corporate sectors. Share your thoughts and join the conversation on our social media channels. Follow Mary on LinkedIn Rate and review on Apple Podcasts

Leslie Henthorn, the Chief Marketing Officer at Ironclad, hosts a riveting conversation with Mary O'Carroll, a notable figure in legal operations and former Google leader. They explore Mary's unconventional career journey, her decision to join Ironclad, and the bittersweet process of leaving it. Together, they discuss the necessity of authentic community in legal tech, the complexities of balancing motherhood with career ambitions, and the transformative power of mentorship. Mary hints at exciting new ventures on her horizon!

Welcome to another episode of “Pearls On, Gloves Off,” where we dive deep into the challenges and innovative strategies within the legal and corporate world. Today, Mary is joined by Mick Cox, the VP of Legal Operations at Procore Technologies. They dive deep into the evolution of legal operations and the dynamic journey of growing a legal team from scratch. They explore the challenges and triumphs faced while going through career transitions and the strategies for thriving in high-growth environments. In this Episode: Career Transitions: Mick shares their journey from Salesforce to UC and then Procore, highlighting the unique experiences and lessons learned in each role. Procore’s Evolution: Discover how Procore, a cloud solution for the construction industry, has scaled and how its legal team has evolved in tandem. Legal Ops Insights: The crucial role of legal operations in fast-growing companies, including strategies for effective team growth and process improvement. Team Building: Tips on building and managing a top-tier legal team, including the importance of adaptability, empathy, and a disdain for the status quo. Cultural Impact: How company culture and leadership influence the effectiveness of legal operations and team morale. Tech and Process: The intersection of legal technology and process improvement, and how to prioritize both for optimal efficiency. Enjoyed this conversation? Don’t forget to subscribe to “Pearls On, Gloves Off” for more insightful discussions with leading figures in the legal and corporate sectors. Share your thoughts and join the conversation on our social media channels. Follow Mary on LinkedIn: Mary's LinkedIn Follow Ironclad on LinkedIn: Ironclad LinkedIn Watch Ironclad on YouTube: Ironclad YouTube Check out Ironclad on TikTok: Ironclad TikTok Rate and review on Apple Podcasts: Pearls On, Gloves Off - Apple Podcasts

Welcome to another episode of “Pearls On, Gloves Off,” where we dive deep into the challenges and innovative strategies within the legal and corporate world. Today, our guest is Andrew Krug, Head of Legal Operations at Twitch, the video live streaming service known for its focus on video game live streaming and esports competitions. Andrew brings a wealth of experience from diverse industries including technology, healthcare, defense, and gaming, making him a unique leader in legal operations.   In this Episode   • The importance of program management skills in legal operations.   • Shifting from traditional legal functions to a more integrated, data-driven approach.   • The critical role of adaptability and leadership in managing legal operations.   • Insights into the structure and responsibilities of the Twitch legal department.   • The difference between project, program, and product management and why these distinctions matter.   • How Twitch is leveraging program management to handle regulatory compliance and improve legal operations.   • The role of technology and data in modernizing legal operations.   • Andrew's journey into legal operations and the benefits of a non-legal background in this field.   • Effective people management and leadership strategies in legal operations.   • Training and development for legal operations professionals.   Enjoyed this conversation? Don’t forget to subscribe to “Pearls On, Gloves Off” for more insightful discussions with leading figures in the legal and corporate sectors. Share your thoughts and join the conversation on our social media channels. Follow Mary on LinkedIn: Mary's LinkedIn Follow Ironclad on LinkedIn: Ironclad LinkedIn Watch Ironclad on YouTube: Ironclad YouTube Check out Ironclad on TikTok: Ironclad TikTok Rate and review on Apple Podcasts: Pearls On, Gloves Off - Apple Podcasts

Three past and current CLOC presidents, including Jenn McCarron and Mike Haven, discuss Legal Ops 3.0, data-driven approaches, and the impact of AI on legal operations. They explore the future of Legal Ops, the role of blockchain in data integrity, and the need for transformation in industries. The conversation also touches on leadership transitions, expertise delegation, and the evolving skills required in legal operations leadership.

Listen to GC Matt Campobasso from Enfusion as he discusses proactive legal leadership, emphasizing prevention over reaction. Discover his evolved leadership style, strategic influence within Enfusion, and the importance of cultural integration in legal considerations.