On this episode of the Insurance Coffee House, Nick Hoadley is joined by Beth Boucher, an experienced independent director with a portfolio spanning Hiscox, Coforge, and Specialty Insurance. Beth brings over 30 years of experience across technology, insurance, and business transformation, with a career built around using technology to drive operational change and growth.

Beth shares how she transitioned from a full-time executive career into a portfolio of board roles, advisory work, and fractional CIO positions. She explains why that shift happened after COVID, how she approached building a board career intentionally, and what she learned early on about the difference between operating roles and governance.

The conversation explores how to secure a first board role, including the importance of signalling your transition clearly to your network and recruiters, repositioning your profile, and being deliberate about the type of roles you pursue. Beth also shares her experience of board certification, why she chose to do it before securing her first role, and how it helped her understand the responsibilities and expectations of a non-executive director.

Nick and Beth discuss the realities of board work, including onboarding into complex organisations, managing large volumes of board material, and building an understanding of areas outside your core expertise. Beth explains how directors can stay effective by committing to continuous learning, understanding their blind spots, and using the resources available within the board and management team.

The episode also explores board dynamics and culture, with Beth emphasising the importance of fit, trust, and open challenge in the boardroom. She highlights why board appointments are always a two-way decision, and how interpersonal dynamics can be just as important as technical expertise.

Beyond governance, the conversation looks at corporate social responsibility (CSR) and the role boards play in shaping meaningful impact. Beth shares examples of initiatives focused on education, community access, and environmental programmes, and explains how these efforts support employee engagement, brand reputation, and long-term value creation.

The discussion closes with a practical look at cyber risk and technology oversight. Beth outlines the key questions boards should be asking around cybersecurity, including risk appetite, asset protection, resilience planning, and incident response. She also highlights the growing importance of AI and why all board members need a baseline understanding of both cyber and emerging technologies.

This episode provides a clear view of how modern board careers are built, how governance expectations are evolving, and what boards need to focus on as technology and risk continue to change.

Connect with Beth Boucher on LinkedIn to follow her work across insurance, technology, governance, and board leadership.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

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On this episode of the Insurance Coffee House, Nick Hoadley is joined by Elaine Rocha, former Chief Investment Officer at AIG and current CEO of the Madison Square Boys & Girls Club of New York City. Elaine brings a career that spans law, insurance, investments, and executive leadership, shaped by a series of deliberate career moves and transitions across the industry.

Elaine shares how she first entered the insurance industry through private legal practice, working on complex insurance coverage matters in the London market. She reflects on the early years of her career, where she developed deep technical expertise by working through large-scale claims, litigation, and policy structures, and how that foundation shaped her approach to problem-solving and learning.

The conversation explores her move into AIG in the aftermath of the financial crisis. Elaine discusses the decision to leave private practice, the risks involved in joining a company undergoing significant change, and how she approached building credibility in a new environment. She explains how she navigated a large and complex organisation by focusing on learning quickly, asking questions, and developing strong relationships across the business.

Nick and Elaine discuss how her role evolved within AIG, moving from legal into broader leadership responsibilities. Elaine reflects on the importance of saying yes to new opportunities, even when they sit outside your core expertise. This included stepping into roles such as Chief of Staff, moving into the investments division, and eventually becoming Chief Investment Officer, overseeing complex operations, transformation programmes, and large-scale strategic initiatives.

The discussion highlights the breadth of experience required to operate at senior executive level within a global organisation. Elaine describes how working across insurance, investments, operations, and finance gave her a unique perspective across the value chain, including asset liability management, technology transformation, outsourcing strategies, and regulatory engagement.

The conversation then turns to her transition into her current role as CEO of the Madison Square Boys & Girls Club. Elaine shares how her experience at AIG prepared her to lead an organisation undergoing transformation, and how many of the same leadership principles apply in a nonprofit environment. This includes building alignment across teams, introducing new operating models, leveraging technology, and working closely with an engaged board.

Nick and Elaine also explore the relationship between executive leadership and the board. Elaine reflects on what she has learned from both sides of the boardroom, including how to ask better questions as a director and how to manage board relationships effectively as a CEO. She emphasises the importance of preparation, curiosity, and using past experience to guide better decision-making.

The episode closes with practical advice for executives considering their next move. Elaine encourages leaders to take calculated risks, remain open to new opportunities, and continue building their skill set over time. She also highlights the importance of networking, staying informed on industry developments, and being intentional about long-term career direction.

If you’d like to follow Elaine’s work across insurance, leadership, and her current role at the Madison Square Boys & Girls Club, connect with Elaine Rocha here on LinkedIn.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

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On this episode of the Insurance Coffee House, Nick Hoadley is joined by Dr Susan Fleming, an experienced independent director with more than 25 years across insurance, asset management, and financial services. Susan currently serves on the boards of RLI Corp and Virtus Investment Partners, and has previously held director roles at Endurance Specialty, PXRE Group, Quanta Capital, and others.

Susan shares how she first entered financial services, starting at SNL Securities before moving into Morgan Stanley’s M&A group focused on financial institutions. That early exposure led her into insurance private equity at Insurance Partners, later Capital Z Partners, where she spent years working on complex and often distressed insurance transactions. She reflects on the pace and intensity of that period, the analytical grounding it gave her, and how it led to her first public board seat at just 29 years old.

The conversation explores what it was like entering the boardroom at a young age, why private equity-backed board roles differ from independent directorships, and how board work has changed over the past two decades. Susan describes a clear shift toward greater professionalisation, higher expectations of directors, more scrutiny from shareholders and regulators, and a noticeable rise in overall board quality and rigour.

Nick and Susan also discuss crisis governance in detail. Susan reflects on her experience joining Quanta Capital during a difficult period, helping oversee a runoff and sale process, and what that taught her about board teamwork, communication, and staying focused on the core objective of delivering value for shareholders. She also shares the lessons from Endurance Specialty, where the board supported a sale that created a strong outcome for shareholders, employees, and customers, even though selling the company had not originally been the plan.

The conversation then broadens into Susan’s wider career beyond the boardroom. She explains why she chose to leave private equity, pursue a PhD in management, and move into academia at Cornell University. There, she taught entrepreneurship, women in leadership, negotiations, and entrepreneurial finance, while also helping develop curriculum and contributing to the Bank of America Institute for Women’s Entrepreneurship. Susan reflects on how academic work, startup thinking, and board experience strengthened each other, particularly around innovation, experimentation, and helping larger organisations stay open to new ideas.

Nick and Susan close with practical advice for executives seeking their first board role. Susan emphasises the importance of networking, having a clear board bio, preparing properly before joining a board, and making sure any opportunity aligns with both your expertise and your reputation. She is clear that challenging situations can be worthwhile if you can genuinely contribute, but that any question mark around integrity is a reason to walk away. Above all, she argues that directors should come prepared, check their ego, listen carefully, and earn trust through integrity, judgment, and thoughtful contribution.

Connect with Dr Susan Fleming on LinkedIn to follow her work across insurance, governance, entrepreneurship, and board leadership.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

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On this episode of the Insurance Coffee House, Nick Hoadley is joined by Val Rahmani, a leading board director across insurance and financial markets, currently serving on the boards of London Stock Exchange Group (LSEG), RenaissanceRe, and Entrust. Val shares how a 28-year career at IBM, followed by startup CEO experience, shaped her approach to leadership, strategy, and governance.

Val reflects on her early career, starting as a chemistry PhD student who wanted to move into sales, and how IBM redirected her into systems engineering so she could learn the product before selling it. She describes the pivotal moment when she was selected to work in the CEO’s office and how that fast-tracked her exposure to top-level decision-making. Val shares practical lessons from that period, including how to think clearly under pressure, how to listen to specialists on the ground, and why taking opportunities quickly can change the trajectory of a career.

The conversation then moves into Val’s transition from big tech to startup leadership. She explains what changes when you move from a large organisation with abundant resources to a startup where every decision is constrained by funding, headcount, and time. Val discusses the realities of raising capital while running the business, why she enjoyed fundraising, and how sales skills translate into leadership by focusing on understanding what people actually need.

Nick and Val then explore her board journey and how her first board roles helped her shift from hands-on executive work into governance. Val explains why private company boards can be a strong entry point for executives looking to build board experience, including the higher involvement, the pace, and the learning curve without the full weight of public company regulation. She shares how her first public board appointment at Aberdeen Asset Management came about through a recruiter, and why culture fit matters as much as capability when board appointments are long-term commitments.

Val also breaks down what LSEG actually does beyond the exchange, including clearing and its evolution into a data and analytics business, particularly following the acquisition of Refinitiv. She shares how she approached joining RenaissanceRe without an insurance background, and how structured induction, one-to-one time with executives, and asking direct questions helped her get up to speed. Val and Nick discuss the people-centric nature of the insurance market, the importance of understanding industry relationships in reinsurance, and what it takes to become useful before offering strategic input.

The episode closes with practical guidance for building a board portfolio. Val explains why her board roles have largely come through recruiters, why those relationships need to be long-term rather than transactional, and how recruiters can match for culture when they know the person behind the CV. She shares what she believes makes an outstanding board director: listening, being selective about where you contribute, respecting time in the boardroom, and doing the work outside the meeting so the questions you bring are truly value-add. Val also outlines how she stays current, including structured reading habits and monitoring market signals, and why every board member needs at least a working awareness of AI and its implications.

Connect with Val Rahmani on LinkedIn to follow her work across technology, governance, and board leadership.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

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On this episode of the Insurance Coffee House, Nick Hoadley, CEO of Insurance Search, welcomes back leadership consultant Nick Wealthall of Yellow Door Training.

Following strong feedback from his previous appearance, Nick returns to go deeper into a topic that resonates across the insurance market: leadership and value proposition.

From brokers and underwriters to CEOs and HR leaders, this conversation explores how insurance professionals can better understand the value they create, communicate it effectively, and use it to drive growth, performance, and talent attraction.

Connect with Nick Wealthall on LinkedIn to learn more about Yellow Door Training and his work helping insurance leaders clarify their value, lead with impact, and build stronger teams.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

Or follow us on LinkedIn, Twitter or Instagram.

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On this episode of the Insurance Coffee House, Nick Hoadley is joined by Brian Posner, a seasoned investor, operator, and board director with deep experience across insurance, financial services, and public company governance, including 15 years at Arch Capital.

Brian shares how his career evolved in unexpected ways, from thinking he would become a doctor to building a foundation in finance, investing, and leadership. He reflects on his formative years at Fidelity, including working directly with Peter Lynch, and explains why understanding insurance starts with the balance sheet, then cash flow, and only then the income statement. He unpacks what great insurance investing looks like in practice, from spotting hidden leverage to focusing on tangible book value growth over headline earnings.

The conversation then moves from investing to governance. Brian explains how his first board appointment at Sotheby’s came about as a governance solution during a crisis, what he learned from that high-stakes experience, and why he took Henry Kravis’ junior senator advice seriously: listen, pick your moments, and build influence before trying to drive outcomes. Brian outlines how he approaches joining any board like an investor, absorbing context, understanding risks, and finding the best way to add value without coming in “guns blazing.”

Nick and Brian discuss what separates effective boards from ineffective ones. Brian describes the secret sauce as directors who understand the business of the business, ask great questions, look around corners, and bring deep respect into deliberation. He argues the best boards treat governance as a perpetual conversation, not four or five isolated meetings per year, and explains how chairs and committee chairs can create alignment by facilitating information flow, preparing both management and directors for the real discussion, and avoiding unnecessary surprises.

Looking forward, Brian shares what boards should be paying closer attention to, including geopolitical risk, rule of law, and the sanctity of contracts, particularly critical in insurance. He also offers his view on the next generation of board leaders: breadth matters, reading and learning matter, empowerment matters, and in a fast-moving world, knowing when to slow down can be a strategic advantage. He closes with practical advice on winning that first board role by building relationships, being targeted, and using a less is more approach, often by asking the one question that reframes the decision.

Connect with Brian Posner on LinkedIn to follow his work.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

Or follow us on LinkedIn, Twitter or Instagram.

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On this episode of the Insurance Coffee House, Nick Hoadley is joined by Susan Holliday, a global insurance and reinsurance executive and experienced board director, including her recent appointment to the board of Hippo Insurance.

Susan shares how the Hippo opportunity came about, why the stage of the business matters for board impact, and what her committee roles involve, including Audit, Risk and Compliance and Compensation. She also reflects on where insurtech sits today, why the ecosystem matters, and why not every technology-led player should become a full-stack carrier.

The conversation explores Susan’s career path into insurance, starting in the Lloyd’s market, moving into counterparty credit and global insurer analysis, and later into equity research and senior roles at Swiss Re, including Head of Investor Relations through the Global Financial Crisis. Susan describes what it was like operating in a fast-moving environment, working closely with leadership, and the importance of clear communication when the fine print matters.

Nick and Susan then discuss board work in practice: how to build a board portfolio, how to define a clear value proposition, how directors stay current, and how boards should approach emerging risks. Susan shares a practical framework for AI governance, including risk appetite, controls, pilot design, cross-functional execution, and regulator engagement.

Connect with Susan Holliday on LinkedIn to follow her work across board governance, risk, and technology-led insurance.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

Or follow us on LinkedIn, Twitter or Instagram.

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On this episode of the Insurance Coffee House Boardroom Series, Nick Hoadley is joined by David Herzog, former CFO of American International Group (AIG) and one of the most experienced finance and governance leaders in global insurance.

David served as CFO of AIG from 2008 to 2016, stepping into the role in the immediate aftermath of the Global Financial Crisis and helping lead the company through one of the most complex turnarounds in modern financial services.

In this conversation, David reflects on the years leading up to the CFO appointment, including rebuilding AIG’s financial infrastructure as Group Controller, and the intensity of navigating markets that rapidly moved from strained, to expensive, to effectively closed. He shares what it was like inside AIG as liquidity evaporated, why coordination with the Federal Reserve and U.S. Treasury was pivotal, and how the organisation focused on stabilising the business, stopping the “bleeding,” and ultimately repaying government support.

The discussion also explores David’s transition from executive leadership into board governance. He talks through early lessons from his first directorship, how he approaches chairing audit and oversight roles, and what aspiring directors should understand about the line between being an overseer and a doer. David also shares why the opportunity to chair Aegon appealed to him, and what he looks for in organisations on a journey of strategic change.

Connect with David Herzog on LinkedIn.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

Or follow us on LinkedIn, Twitter or Instagram.

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On this episode of the Insurance Coffee House, Nick Hoadley sits down with Amanda Yoho, President of Proformex, the life insurance and annuity technology platform based in Cleveland, Ohio.

Amanda joined Proformex in January 2020 to build the company’s data and analytics capability, before stepping into the President role in November 2024. With a background that spans startups and global corporates, including several years at IBM following an acquisition, she brings deep experience across data science, technology, and problem-solving in complex environments.

In this conversation, Amanda shares how Proformex helps agents, advisors, and distributors gain a unified view across their life and annuity books of business. She discusses the long-term challenges of monitoring products that may span 30-50 years, the importance of consumer protection, and why access to accurate, centralised data is critical for preventing unintended lapses.

Amanda explains how proactive alerts, data quality checks, and system integrations support advisors in delivering better service, reducing risk, and identifying new engagement opportunities. She also highlights how hiring and interviewing are evolving in the age of AI, why curiosity is essential in a startup environment, and how finding the right culture fit is just as important as technical capability.

Connect with Amanda Yoho on LinkedIn to learn more about Proformex.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

Or follow us on LinkedIn, Twitter or Instagram.

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On this episode of the Insurance Coffee House, Nick Hoadley sits down with Antonia Hold, CHRO at MS Reinsurance who joined in April 2021.

Based in Zurich, Antonia leads the company’s global people strategy, with a focus on hiring the right talent, supporting their growth, and creating an environment where people want to stay and do their best work. 

She brings a practical, people-centred approach to leadership, fostering collaboration, encouraging learning, and helping teams grow through trust and shared goals. 

Antonia works closely with business leaders to ensure HR is aligned with MS Re’s direction and values. Her career spans more than 20 years across four continents, with senior HR roles at Jones Lang LaSalle, Prudential plc, and Zurich Insurance Group. She has led teams and projects across EMEA, Africa, and APAC, gaining broad experience in shaping HR strategies in diverse environments, and holds an MSc in Economics from the University of Bern.

Connect with Antonia Hold on LinkedIn to learn more about MS Reinsurance.

The Insurance Coffee House Podcast is brought to you by Insurance Search.

We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.

Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.

Or follow us on LinkedIn, Twitter or Instagram.

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Copyright Insurance Search 2025 - All Rights Reserved.