Lessons I Learned in Law

Lucy Tyrrell, General Counsel at Wordsmith AI, joins Scott Brown to explore how in-house lawyers can evolve by combining legal expertise with technology, process design, and commercial thinking. In this episode of Lessons I Learned in Law, Lucy shares her journey from private practice into high-growth tech environments, culminating in her role at a fast-scaling legal AI startup backed by Index Ventures and General Catalyst. Sitting at the intersection of law and product, she offers a unique perspective on what it means to be an “AI-native” legal function—where lawyers don’t just advise the business, but actively shape how legal work is delivered. Her first lesson centres on thinking like the business. Lucy explains why legal advice cannot exist in isolation and how understanding commercial drivers—often expressed through metrics—allows lawyers to prioritise effectively and deliver more impactful guidance. Her second lesson highlights the power of networks, both internally and externally. Whether navigating uncertainty, making career decisions, or solving unfamiliar problems, she emphasises the importance of knowing who to turn to and building relationships before you need them. Finally, she focuses on curiosity—encouraging lawyers to embrace new technology, experiment with AI tools, and develop “legal engineering” skills. Rather than waiting for perfection, she advocates for a mindset of testing, learning, and iterating—mirroring how modern tech teams operate. This episode is brought to you in partnership with Wordsmith AI — the legal AI platform built specifically for in-house teams. Guest Recommendations The ChainResources & Links Mentioned in This Episode https://bit.ly/TheLodgebyHBhttps://www.wordsmith.ai/Listen to the Podcast https://open.spotify.com/https://podcasts.apple.com/4http://www.youtube.com/Connect with Heriot Brown https://heriotbrown.com/About Heriot Brown: At Heriot Brown, we help lawyers find fulfilment in their careers. Beyond recruitment, we foster a thriving community of in-house legal professionals who share insights, experiences, and growth opportunities. Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave a review, and share it with someone building their career in legal leadership. Chapters: 00:00 Opening insight – Metrics, AI & modern legal roles 00:48 Scott introduces Lucy Tyrrell, GC at Wordsmith AI 03:39 Inside a legal tech business & AI-native legal teams 09:23 Lesson 1 – Think like the business 16:06 From private practice to in-house & startup life 20:48 Lesson 2 – Your network is everything 29:50 Career opportunities driven by relationships 31:31 Lesson 3 – Stay curious & embrace change 40:53 Hot or Not – KPIs, AI & legal team performance 47:21 Walk-on song, legal engineering & closing reflections

Jonathan Wiseman, General Counsel and Chief People Officer at Ocado Retail, joins Scott Brown to share practical lessons on influence, adaptability, and building a truly commercial legal career. In this episode of Lessons I Learned in Law, Jonathan reflects on his dual role leading both legal and people functions within a fast-growing retail joint venture between Ocado and Marks & Spencer. He shares why the most effective in-house lawyers don’t stay confined to their “legal lane,” but instead operate confidently in the grey areas between legal risk, commercial decision-making, and broader business strategy. Jonathan’s second lesson centres on career progression—encouraging lawyers to take opportunities when they arise, even when they don’t perfectly align with a pre-defined plan. He candidly discusses his initial hesitation in stepping into a Chief People Officer role and how that decision ultimately expanded his leadership capability and perspective. His final insight focuses on commercial judgement. Rather than trying to “win” every legal point, he explains why the best long-term outcomes come from building sustainable relationships and balancing legal precision with business reality. It’s a reminder that success in-house is as much about collaboration and trust as it is about technical expertise. Listeners also get a glimpse into Jonathan’s personal side, from navigating music choices on family car journeys to his reflections on how AI is already reshaping both legal and HR functions. This episode is brought to you in partnership with Wordsmith AI — the legal AI platform built specifically for in-house teams. Wordsmith Legal AI Guest Recommendations Waterloo SunsetResources & Links Mentioned in This Episode https://bit.ly/TheLodgebyHBListen to the Podcast Spotify: https://open.spotify.com/ Apple Podcast: https://podcasts.apple.com/4 YouTube: http://www.youtube.com/ Connect with Heriot Brown https://heriotbrown.com/About Heriot Brown: At Heriot Brown, we help lawyers find fulfilment in their careers. Beyond recruitment, we foster a thriving community of in-house legal professionals who share insights, experiences, and growth opportunities. Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave a review, and share it with someone building their career in legal leadership. Chapters 00:00 Opening insight – AI, judgment & modern legal roles 00:56 Scott introduces Jonathan Wiseman, GC & CPO Ocado Retail 03:13 The dual role – Legal, HR & executive leadership 07:04 Lesson 1 – Don’t stay in your swim lane 12:57 Developing commercial thinking in lawyers 19:09 Lesson 2 – Take opportunities (even if they don’t fit the plan) 24:22 Leading people, culture & HR at exec level 34:54 Lesson 3 – The best deal isn’t always the right deal 40:32 Hot or Not – AI, legal value & the role of GC 47:24 Walk-on song, music & closing reflections

Episode 100: Perspective, Candour, and Strategic Leadership — Rachel Canham, Rentokil Initial In the 100th episode of Lessons I Learned in Law, Rachel Canham, Group General Counsel and Company Secretary at Rentokil Initial, reflects on what it actually takes to operate as a strategic leader at executive level — across a legal function of around 70 lawyers spanning 90 countries. Rachel stepped into her first "top seat" role after a career that took her from private practice through senior in-house roles, and the shift required more than technical excellence. It required a change in mindset and responsibility that she's still refining. Three lessons shape the conversation: Perspective. Shaped by personal adversity, Rachel explains why the best lawyers in a crisis aren't the ones who panic, but the ones who can zoom out and make balanced decisions when the stakes are highest. Calm, objective, clear-headed — and aware that most things are less catastrophic than they first appear. Candour. Rachel makes the case that candour is one of the most underrated qualities at senior leadership level — but only works if you've done the groundwork. Building trust, credibility, and human connection first is what earns you the right to be honest later, even when the message isn't well received. Strategic leadership. Rachel pushes back on the familiar "business partner" framing for in-house lawyers. Her view: lawyers shouldn't be partnering from the sidelines. They should be embedded in decision-making, contributing beyond legal advice, and taking an active role in delivering strategy. Rachel was recorded the same day she addressed the haggis at our Charity General Counsel Burns Supper — in a style I'm unlikely to forget. Genuinely grateful she agreed to be the 100th guest. About the guest Rachel Canham is Group General Counsel and Company Secretary at Rentokil Initial, the FTSE-listed pest control and hygiene services business. She leads a global legal function of around 70 lawyers across 90 countries and sits on the company's executive team. Guest recommendation Song: Belter — Gerry Cinnamon Resources mentioned Register your interest in The Lodge, Heriot Brown's in-house legal community: https://bit.ly/TheLodgebyHB Give us a Follow! Spotify: https://open.spotify.com/ Apple Podcast: https://podcasts.apple.com/4 YouTube: http://www.youtube.com/ About the show Lessons I Learned in Law is the podcast from Heriot Brown, the specialist in-house legal recruitment firm. Host Scott Brown sits down with senior in-house lawyers to hear how they got where they are, what they wish they'd known, and what they're still trying to figure out. This episode is produced in partnership with Wordsmith — the legal AI platform built for in-house teams. Find more at heriotbrown.com.

Dean Nash, Global Chief Operating Officer for Legal at Banco Santander, joins Scott Brown to share practical leadership lessons from operating at scale within one of the world’s largest legal functions. In this episode of Lessons I Learned in Law, Dean reflects on his move away from the traditional General Counsel path into a newly created global operations role focused on transforming a 1,700-lawyer legal organisation. His first lesson centres on identifying and leaning into your unique strengths. Rather than obsessing over weaknesses, he explains how recognising what genuinely gives you energy can unlock unexpected career opportunities and shape more fulfilling leadership paths. Dean’s second lesson is grounded in execution: learning to create momentum and “get things done” in environments that often reward over-analysis. Drawing on experiences in early-stage fintech and global banking, he explores how in-house lawyers can think more commercially by treating legal support as a product that helps businesses grow while managing risk. His final reflection highlights the importance of maintaining interests beyond the day job. By building perspective and protecting personal identity from becoming too tied to professional roles, he argues that lawyers can remain clearer-headed advisers and more resilient leaders. Guest Recommendations: Good to GreatThe Tim Ferriss ShowResources & Links Mentioned in This Episode https://www.cpduk.co.uk/courses/heriot-brown-executive-counsel-accelerator-eca-coursehttps://forms.office.com/e/Pq7Uyv8xnShttps://bit.ly/TheLodgebyHBConnect with Heriot Brown https://heriotbrown.com/Give us a follow · Spotify: https://lnkd.in/er928hqJ · Apple Podcast: https://lnkd.in/ea6Y4JYy · YouTube: https://lnkd.in/eAeMvrgz About Heriot Brown: At Heriot Brown, we help lawyers find fulfilment in their careers. Beyond recruitment, we foster a thriving community of in-house legal professionals who share insights, experiences, and growth opportunities. Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave a review, and share it with colleagues growing their careers in legal leadership. Episode Chapters: 00:00 Opening insight – Creating momentum in business 00:56 Scott introduces Dean Nash, COO Legal at Santander 03:00 Global legal operations role & transformation remit 08:37 Lesson 1 – Lean into your unique selling point 18:14 Lesson 2 – Get shit done & create commercial momentum 21:03 Helping the business make money faster – in-house mindset 25:52 Lesson 3 – Don’t let your identity become your job title 30:18 Did I Say This? – leadership quotes & light-hearted debate 32:29 AI governance, advisory roles & future of legal leadership 35:52 Book, podcast & walk-on song reflections

Justine Campbell, Chief Legal Officer at National Grid, joins Scott Brown to share grounded leadership insights from operating at the centre of a complex, global energy business. In this episode of Lessons I Learned in Law, Justine reflects on what it truly means to influence at senior level in-house. She explains why the most effective lawyers focus on delivering insight rather than just information, understanding business context, stakeholder priorities and the pace at which decisions need to be made. She also explores how strong legal leadership is built through assembling diverse, high-performing teams. From creating space for constructive challenge to investing in trusted peer networks outside the organisation, Justine shares candid reflections on how perspective shapes better judgement. Her final lesson centres on recognising the responsibility that comes with senior legal roles. Whether advising boards, managing crises or shaping organisational integrity, she highlights why lawyers must balance technical excellence with emotional intelligence and resilience. Listeners also hear personal insights, including her early ambitions outside law and the importance she places on maintaining curiosity throughout her career. Guest Recommendations: The Rest is HistoryRUNAPersuasionResources & Links Mentioned in This Episode https://www.cpduk.co.uk/courses/heriot-brown-executive-counsel-accelerator-eca-coursehttps://forms.office.com/e/Pq7Uyv8xnShttps://bit.ly/TheLodgebyHBConnect with Heriot Brown https://heriotbrown.com/About Heriot Brown: At Heriot Brown, we help lawyers find fulfilment in their careers. Beyond recruitment, we foster a thriving community of in-house legal professionals who share insights, experiences, and growth opportunities. Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave a review, and share it with colleagues building their careers in legal leadership.

Season 9 of Lessons I Learned in Law opens with a candid and wide-ranging conversation with Kevin Massie, Chief Legal, Risk, Governance and Compliance Officer at Imperial Brands PLC, a FTSE 30 business with 25,000+ employees globally. Just over a year into the role, Kevin reflects on stepping into one of the UK’s most senior in-house legal positions and why the title alone doesn’t guarantee influence. Kevin’s first lesson centres on work-life balance, but not in the traditional sense. From late-night IPO drafting as a trainee in Canada to navigating a demanding first year as GC alongside personal challenges at home, he shares why balance isn’t about rigid boundaries, it’s about building structures that allow you to flex when life demands it. His second lesson is a pivotal leadership moment: realising that if you’re the smartest person in the room, you’re in the wrong room. Kevin explains how a near-miss on a major internal project reshaped his view of leadership, from proving individual brilliance to assembling and empowering people who think differently and better than you. The third lesson focuses on networking without agenda. Kevin recounts how a long-standing mentor invested in a relationship with no commercial expectation, a powerful reminder that authentic connection, not transactional networking, builds a durable career. Along the way, Kevin shares insights on succession planning, international mobility, building diverse leadership teams, and why lawyers must earn their seat at the table, it isn’t automatically granted. About Heriot Brown: At Heriot Brown, we help lawyers find fulfilment in their careers. Beyond recruitment, we foster a thriving community of in-house legal professionals who share insights, experiences, and growth opportunities. If you enjoyed this episode, subscribe, leave a review, and share it with your network.

Season 8 of Lessons I Learned in Law continues! This week, Scott is joined by Jim Reid, Chief Legal Officer at Fortis, the $35bn North American utilities group headquartered in Newfoundland, Canada. Jim’s career shift is one many lawyers dream about but rarely execute—moving directly from partnership at leading Canadian firm Davies into his first-ever in-house role as a general counsel. In this episode, Jim reflects on the lessons forged during nearly twenty years in private practice and the mindset required to thrive once inside the C-suite. His first lesson centres on resilience—not the glossy version, but the kind earned through long hours, unpredictable workflows, cancelled holidays, and early-career mistakes. Jim explains why resilience, more than intelligence or technical talent, is what determines who survives and progresses in the high-intensity world of transactional law. His second lesson explores the real engine of a legal career: people. From dealing with difficult partners and stressed clients to mentoring junior lawyers, Jim explains why being respected, curious and reliable matters far more than chasing perfection. It’s people—not deal sheets—that shape the most meaningful parts of a legal career. Jim’s final lesson is a powerful one for any lawyer eyeing the GC seat: get comfortable being uncomfortable. He recounts how stepping into an executive role required him to stop hiding behind subject-matter expertise and instead contribute to broad business decisions, even when surrounded by industry veterans. As CLO, his job is no longer to simply advise—but to decide. Jim also discusses leading a decentralised legal structure across ten utilities, the importance of local presence in regulated markets, building credibility as a business leader, and why live music—from Canadian icons The Tragically Hip to The Lumineers—remains his favourite way to reconnect with people. Guest Recommendations 🎧 Walk-on Song: The Tragically Hip – Canada’s most iconic band, known for storytelling, hockey references and emotional connection. 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.

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 Stephanie Lopes, Chief Legal Officer at Volt.io, the UK-based fintech scale-up powering global instant payments through open banking. Stephanie joined Volt after a decade in the tech transactions team at Bird & Bird, where she worked closely with the founders from their earliest days and even drafted Volt’s first client contract. In this conversation—recorded just weeks before she goes on maternity leave—Stephanie reflects on her four years helping Volt grow from around 40 employees to more than 150. She shares how secondments across organisations like the Bank of England, Nestlé, and ABB shaped her understanding of what good (and not-so-good) in-house looks like, and how that experience gave her the confidence to join the business post-Series A. Her lessons shine a light on modern, commercial in-house practice: the importance of clear communication, especially when working cross-functionally; the courage to hold your values, particularly when ethical questions arise at executive level; and embracing your role as a business leader, not just a lawyer—balancing legal judgment with product, people, and operational understanding. Stephanie also discusses preparing her team for her upcoming leave, implementing tools like Ironclad, using AI thoughtfully (including for tone in emails), and the unexpected joy of running an Instagram-famous household of guinea pigs. Guest Recommendations 🎧 Walk-on Song: “Sweetness” by Jimmy Eat World – Stephanie’s “absolute banger” for any victory lap. 🎧 Runner-up: “Blitzkrieg Bop” by Ramones. 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.

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 Katja Fenton, General Counsel and Executive Team Member at Fugro, the global geo-data company supporting safer infrastructure, offshore wind development, cleaner energy, and sustainable cities. Remarkably, Katja joined the conversation during her first 90 days—a pivotal moment when lessons feel sharpest, transitions feel largest, and instincts matter most. Katja reflects on the early months of stepping into C-suite leadership while taking on responsibility for a global legal & compliance function of around 60 professionals across four regions. Her first lesson—integrity is trusting your gut, even when it’s uncomfortable—comes from a defining moment early in her career, when she turned down a high-profile international assignment because the work didn’t align with her values. She shares how that instinct has shaped her approach to ethics, leadership, and decision-making ever since. Her second lesson explores the quiet but transformative power of allyship and sponsorship: the people who open doors for you when you’re not in the room. Katja discusses the individuals who have championed her career—from a sixth-form teacher who changed her university path, to leaders who offered opportunities at critical moments—and why she now feels a responsibility to pay it forward. Her final lesson reframes imposter syndrome as evidence of growth. From Dubai’s major construction projects to stepping into the executive team at Fugro, Katja describes how feeling out of depth has consistently signalled the start of her biggest periods of development. Katja also speaks candidly about global mobility, returning to Europe after years in Asia, building diverse teams, raising three young children in the Netherlands, and the importance of curiosity as a core legal skill. Guest Recommendations 📚 The First 90 Days – A practical guide for transitions into new roles. 📚 The Culture Map – Essential reading for navigating multicultural teams. 🎧 The Moth – True storytelling, live and unscripted. 🎧 Lessons I Learned in Law – Katja’s go-to podcast on her commute. This episode is proudly sponsored by Wordsmith AI — visit https://wordsmith.ai/ to learn more. 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.

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 Andy Cooke, Chief Legal Officer at Perk, the global business travel and expenses platform. Andy shares a grounded, refreshingly practical look at what it means to build and lead an in-house legal team inside a high-growth tech company. Drawing on his experience at Perk and his earlier career in private practice and in-house, Andy unpacks three lessons centred on product thinking, influence and culture. He explains why lawyers should view their work as a product used by internal customers and why simplicity, clarity and usability matter more than long memos. Andy also reflects on the real source of influence inside a business: not job titles or hierarchy, but delivering outcomes that genuinely move the needle. His final lesson focuses on culture as a strategic asset. From hiring curious, low-ego team members to designing processes that scale, Andy shows how the right cultural foundations help legal teams operate as enablers—not gatekeepers—in fast-moving organisations. Away from work, Andy talks about the joy of being back home in Yorkshire after time abroad, and how grounding himself in family, community and routine keeps him balanced. 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.

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.

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.

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.

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 MeanyDesert Island DiscsThe Rest is HistoryThe Rest is PoliticsAbout 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.

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.

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 Brown is joined by Frankie Williams, Chief Legal Officer at DeepL, an AI-powered language platform transforming how people and businesses communicate across borders. Frankie shares insights from leading a global legal team through rapid growth, reflecting on lessons learned from an in-house career that’s taken her through IPOs, acquisitions, and advisory roles across the London tech scene. Her three Lessons in Law are simple but powerful: no one knows all the answers, your network is everything, and be bold enough to back yourself. Frankie talks about the importance of honesty and humility in leadership, how to build genuine professional relationships without feeling “salesy,” and why every opportunity she’s had has come through her network. She also shares personal reflections on motherhood, travel, and how seeing the world through her daughter’s eyes keeps her grounded even as she leads legal at one of Europe’s fastest-growing AI companies. Guest Recommendation 🎧 When It Hits the Fan – A podcast dissecting real-world crisis communications and leadership lessons from those in the room. 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 a review, and share it with your network.

Season 8 of Lessons I Learned in Law kicks off in partnership with Wordsmith AI, the legal AI platform built for in-house teams. Emilie Mathieu, General Counsel at Checkout.com, joins Scott Brown to share her journey from Amazon and eBay into the fast-paced world of fintech, where she now leads legal, compliance, and enterprise risk across a global team of 110. In this conversation, Emilie reflects on stepping up from managing 14 people to an executive role in one of the world’s most dynamic payments companies. She shares candid lessons about people leadership, decision-making under pressure, and why strong opinions—weakly held—are vital in today’s in-house environment. Her three Lessons in Law are both practical and thought-provoking. From embracing the idea that multiple truths can coexist, to the discipline of bottom-line-up-front communication with executives, Emilie highlights the skills that differentiate effective legal leaders. Along the way, she talks about building trust, sending the elevator back down for the next generation, and why internal networks are often the most powerful career accelerators. This episode is packed with insights for anyone considering how to make the leap into senior leadership or simply wanting to become a more impactful in-house lawyer. Guest Recommendations Aftermath50 StatesWild ThingsAbout 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.

Doug McClure, Senior Counsel at Northrop Grumman, shares lessons learned from more than two decades of in-house practice across heavy industry, infrastructure, and now one of the world’s largest aerospace and defence contractors. Doug reflects on his eight years supporting Northrop Grumman’s European operations—navigating a highly regulated, high-stakes sector that demands clarity, trust, and creativity. He begins with the cornerstone of his approach: communication. Doug explains why over-communicating, building personal credibility, and managing expectations are non-negotiable for in-house lawyers, particularly when working across global teams and cultural contexts. His second lesson is all about solutions. Saying “no” is sometimes necessary, but more often than not, Doug argues, the real skill is finding a way forward—even if it means finding a “third way” that balances business ambition with risk. Finally, Doug talks about the importance of managing expectations: balancing competing priorities, under-promising and over-delivering, and ensuring stakeholders feel heard—especially in the high-pressure, fast-changing world of defence procurement. Guest Recommendations: • Podcast: The Rest is History – Doug particularly enjoyed the episode on Hannibal and the Battle of Cannae • Book: Sapiens by Yuval Noah Harari – An engrossing exploration of how humans have adapted and shaped the world 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 a review, or share it with someone curious about building an in-house career in a complex, regulated industry.

Nick Havers, General Counsel for Europe and now also Managing Principal at Lockton, the world’s largest privately owned insurance brokers, shares three sharp, experience-driven lessons shaped across more than a decade in the insurance broking sector. Nick’s recent promotion to Managing Principal, an honour usually reserved for client-facing, revenue-generating leaders, is a milestone not just for him, but for how lawyers are recognised as true business partners at Lockton. His elevation sends a powerful message: in-house legal leaders can and should have a seat at the table, valued alongside commercial leadership. Now sitting on the European Executive Committee of Lockton, Nick reflects on what it means to be a lawyer trusted by the business. He shares how his first in-house GC taught him the power of “making your boss look good”, a mindset rooted in empathy, clarity, and teamwork that has stayed with him ever since. Nick also unpacks the value of curiosity: why asking more questions than you answer leads to better outcomes, how to build relationships across a complex organisation, and how his team uses internal branding and training to market legal’s value across the business. In a standout final lesson, Nick reminds us that not everything valuable is visible. Some of legal’s best work is in the crises that never materialise. His advice on combining hard work with strategic messaging, and showing how your team contributes to long-term growth, is a masterclass in modern in-house leadership. Guest Recommendation: • Book: Authentic Happiness by Martin Seligman – A toolkit for optimism, self-awareness, and signature strengths 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 a review, or share it with someone growing their legal career in a complex, fast-moving business.

Pola Karolczyk, General Counsel and Chief People Officer at Cowboy, joins Scott to share her dynamic legal journey: from competition law in Poland and US law firms, to regulatory work at Apple, and now building the legal and people functions at a fast-moving e-bike scaleup. Pola reflects on three powerful lessons, beginning with the need to ditch legal jargon and speak human. She learned early on that most people, especially in business, aren’t interested in the mechanics of the law, just the outcome. This mindset has shaped her ability to communicate clearly, deliver pragmatic advice, and influence senior stakeholders across borders. She also highlights the importance of developing leadership and commercial skills outside the comfort zone of technical legal work, drawing on her experiences in Big Law, Apple, and now Cowboy. Pola’s final lesson is one for ambitious lawyers: if you want to lead, don’t wait for calm conditions. Join a scaleup, stretch yourself, and learn on the edge. Now wearing dual hats in legal and HR, Pola offers rare insight into what it means to shape culture and governance in parallel, and why reporting directly to the CEO matters. Guest Recommendation: • Podcast: Impact Theory with Tom Bilyeu - Practical strategies for personal and professional growth About Heriot Brown: At Heriot Brown, we help lawyers find fulfilment in their careers. Beyond recruitment, we foster a thriving community of in-house legal professionals who share insights, experiences, and growth opportunities. Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave a review, or share it with someone navigating the leap into leadership. 🎧 Enjoyed this episode? Subscribe to Lessons I Learned in Law, leave a review, or share it with someone navigating the leap into leadership.