Lessons I Learned in Law

• Perception, Empathy & AI: Carolyn Herzog on Leadership and Legal Innovation at Elastic

  Season 8 of Lessons I Learned in Law continues in partnership with Wordsmith AI, the legal-AI platform built for in-house teams.This week, Scott is joined by Carolyn Herzog, Chief Legal Officer and Board Secretary at Elastic, the Dutch-headquartered, NYSE-listed global search and AI company. With a career spanning senior legal roles at Symantec, Arm, and now Elastic, Carolyn has led through major transformations in cybersecurity, semiconductors, and artificial intelligence.In this episode, Carolyn shares three lessons that have shaped her approach to leadership and modern legal practice. Her first, Perception is Reality, explores the importance of feedback and empathy—how understanding others’ viewpoints, not proving you’re right, is the key to influence. Her second lesson, Thriving in the Grey Zone, challenges the traditional black-and-white view of legal advice, focusing instead on partnership, pragmatism, and helping the business navigate complexity. And her third lesson, Make It Actionable, calls on in-house lawyers to move beyond advice into operational execution—turning words into outcomes.Carolyn also discusses Elastic’s fully distributed work model, the rise of legal operations, and the responsible use of AI. She offers an optimistic take on how technology will reshape, not replace, the legal profession—urging lawyers to stay curious and proactive to future-proof their careers.Guest Recommendations🎧 Respect by Aretha Franklin – Her ultimate walk-on song and tribute to the Queen of Soul. 📚 Tipping Point by Malcolm Gladwell – Exploring how small shifts create transformative change.About Heriot Brown: Heriot Brown is a leading global recruitment business specialising in the in-house legal market. We help lawyers find fulfilment in their careers by matching them with exceptional in-house opportunities, while fostering a thriving community of legal professionals who share insights, experiences, and growth.🎧 Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave us a review, and share it with your network.

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• 🎙️ Courage, Culture & Humanity: Emily Barker on Leading Global Legal at Arcadis

  Season 8 of Lessons I Learned in Law continues in partnership with Wordsmith AI, the legal-AI platform built for in-house teams.This week, Scott is joined by Emily Barker, Global General Counsel and Executive Committee member at Arcadis, the Dutch-headquartered, Euronext-listed design, engineering, and sustainability consultancy employing more than 32,000 people worldwide.Emily reflects on stepping into her first executive leadership role, moving beyond legal advice to help shape global business strategy. She shares how courage and optimism, two qualities not traditionally associated with lawyers, can transform teams and drive real-world change. Her first lesson explores the power of a forward-looking mindset in tackling challenges like climate transition and sustainability.Emily’s second lesson, global vision, local wisdom, highlights the importance of understanding local culture and nuance in a global business. As an Australian lawyer fluent in Dutch and embedded in the Netherlands, she’s a rare hybrid leader who bridges global strategy with local insight.Her final lesson focuses on human-centred leadership, why empathy, collaboration, and connection now matter more than technical precision. From managing a 130-person legal team to navigating cultural complexity, Emily’s story is a masterclass in modern in-house leadership.Guest Recommendation🎧 Iggy Pop Confidential – A BBC Radio 6 show blending indie classics, eclectic sounds, and the raw voice of a rock legend.About Heriot Brown: Heriot Brown is a leading global recruitment business specialising in the in-house legal market. We help lawyers find fulfilment in their careers by matching them with exceptional in-house opportunities, while fostering a thriving community of legal professionals who share insights, experiences, and growth.🎧 Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave us a review, and share it with your network. 

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• Defining Legal’s Value: James Sullivan on Leadership, Risk and Reinvention in the Crypto Era

  Season 8 of Lessons I Learned in Law continues in partnership with Wordsmith AI, the legal-AI platform built for in-house teams.This week, Scott is joined by James Sullivan, an experienced General Counsel and business leader who most recently served as Group General Counsel at Bitstamp, one of the world’s longest-standing cryptocurrency exchanges.James shares an inside look at what it’s like leading legal in the fast-moving world of digital assets — an industry that blends rapid innovation with complex regulation. With a background spanning GC, Chief Risk Officer, COO, and compliance leadership roles, he reflects on how stepping beyond pure legal work has shaped his perspective on what makes an effective in-house function.His lessons are refreshingly practical. He explains why every GC should define their own role and make legal’s work matter to the business, how to know your own value and bring the right version of yourself to each organisation, and why it’s vital to own your career path — being brave enough to change direction when it no longer fits.From negotiating a global remit to completing an executive MBA, James’s story blends commercial thinking with curiosity, adaptability, and a deep sense of purpose.Guest Recommendations📘 What Got You Here Won’t Get You There by Marshall Goldsmith – A must-read for senior lawyers transitioning into leadership roles. 🎧 Political Currency with Ed Balls and George Osborne – Smart, balanced political debate across perspectives. 🎧 The Rest is Politics and The Rest is Politics: US – Insightful and entertaining political commentary.About Heriot Brown: Heriot Brown is a leading global recruitment business specialising in the in-house legal market. We help lawyers find fulfilment in their careers by matching them with exceptional in-house opportunities, while fostering a thriving community of legal professionals who share insights, experiences, and growth.🎧 Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave us a review, and share it with your network.

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• 🎙️ From General Counsel to Managing Director: Jonathan Cope on Reinvention and Leadership at RSA Group

  Season 8 of Lessons I Learned in Law continues in partnership with Wordsmith AI, the legal-AI platform built for in-house teams.This week, Scott is joined by Jonathan Cope, Managing Director of the Specialty Lines business at RSA Group Insurance. After a decade as General Counsel and executive-team member, Jonathan made the rare move from legal leadership into a commercial managing-director role. He reflects on what it’s been like to step out of law after nearly twenty years and into a market-facing position in an industry built on relationships.Jonathan shares three grounded lessons. First, the power of responsiveness, why speed, clarity, and reliability still define trusted relationships, whether with clients, colleagues, or brokers. Second, how to handle mistakes: why openness and calm are the marks of true professionals, and how his own early misstep reshaped his career for the better. And third, the value of positive mental imagery, using focus, breathing, and mindset to overcome nerves and lead confidently in new environments.His story is an honest and encouraging reflection for any lawyer considering a career pivot, showing how adaptability and curiosity can open doors far beyond traditional legal paths.Guest Recommendations📚 The Prayer for Owen Meany by John Irving – A brilliantly written story with an unforgettable ending.🎧 Desert Island Discs – Timeless conversations on life and music.🎧 The Rest is History / The Rest is Politics – Smart, accessible takes on world events.About Heriot Brown: Heriot Brown is a leading global recruitment business specialising in the in-house legal market. We help lawyers find fulfilment in their careers by matching them with exceptional in-house opportunities, while fostering a thriving community of legal professionals who share insights, experiences, and growth.🎧 Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave us a review, and share it with your network.

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• 🎙️ Belief, Balance & Boldness: Portia Thornhill on Leadership and AI at Elixirr

  Season 8 of Lessons I Learned in Law continues in partnership with Wordsmith AI, the legal-AI platform built for in-house teams.This week, Scott is joined by Portia Thornhill, General Counsel and Partner at Elixirr, the challenger consultancy competing with the Big Four. Portia shares her journey from nearly a decade at Allen & Overy to building a thriving in-house career that ultimately led to partnership an exceptional recognition for an in-house lawyer.Her lessons are grounded in resilience and reinvention. She reflects on stepping away from private practice to focus on family, rebuilding confidence after five years out of work, and rediscovering her professional voice through roles at Johnson Matthey, Kambi, and now Elixirr. Portia also shares how mentorship, trust, and belief, both given and received, were key to her transition into leadership.In her second lesson, she dives into how Elixirr integrates AI across legal and consulting functions, offering a pragmatic take on how lawyers can use technology to amplify, not replace, human insight. Finally, she explores the power of communication, self-awareness, and integrity in leadership skills honed through coaching, self-reflection, and a commitment to personal growth.About Heriot Brown: Heriot Brown is a leading global recruitment business specialising in the in-house legal market. We help lawyers find fulfilment in their careers by matching them with exceptional in-house opportunities, while fostering a thriving community of legal professionals who share insights, experiences, and growth.🎧 Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave us a review, and share it with your network.

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