The Future of Insurance – Underwriting vs. VC – Like The Show "Stranger Things"
Release Date: 08/26/2025
The Future of Insurance
Episode InfoDavid Chavern is President and CEO of the American Council of Life Insurers (ACLI) whose mission is to help Americans build financial security through every stage of life. ACLI’s 275 member companies represent 93 percent of industry assets and provide financial protection products and services to 90 million families. In his first year in the position, Chavern led the charge in a major tax fight — delivering a win that positioned the industry for long-term success and growth. Now, amid rising costs and longer lives, he is elevating the industry’s...
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Episode InfoAdam Masarek is a lawyer, epidemiologist (MPH), and the Legal Marketing Manager for Lex Machina®, the LexisNexis® Legal Analytics® platform. He is dedicated to empowering legal and insurance professionals with data-informed strategies to enhance business development, litigation outcomes, and the rule of law. Episode Overview: In this episode, we sit down with Adam Masarek, leader of content marketing and thought leadership at Lex Machina, to delve into the evolving landscape of litigation within the insurance industry. Masarek, whose background in epidemiology and extensive...
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Episode Info With nearly 15 years of insurance industry experience, Joe Ziolkowski has navigated both US and non-US regulatory environments in the establishment of Property & Casualty and Life insurance company infrastructure. In 2019, Joe founded , Ltd. the first insurer licensed under the Bermuda Monetary Authority’s new “innovation” framework. Under his leadership, Relm has become the leading insurer to companies operating in the digital asset/Web3 space and has provided insurance to companies in more than 35 countries around the world. Relm has pioneered the development of...
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Episode Info William Pitt is the executive director of (Fédération des Agences de Souscription Européennes), an association founded to address a widely recognized need for a pan-European body to represent Europe's fast-growing, but little understood, MGA sector. Prior to establishing FASE in 2025, William led research and consulting projects at Lexicon Associates and Conning. He is the author of The MGA Revolution: How MGAs are reshaping the insurance value chain, published by Lexicon Associates in November 2024. He previously led consulting initiatives for Conning in the United States and...
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Episode Info As the president of Personal Lines at Nationwide, Casey Kempton is responsible for all aspects of the business including product, underwriting, sales and distribution, claims and services. Her organization focuses on delivering effortless, personal and reassuring experiences for distribution professionals and customers who value protection and service. Casey previously served as the executive vice president, digital business officer at Chubb where she was responsible for small business revenue generation, agency experience and the build of digital acquisition...
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Episode Info Jim has over thirty years of experience in the insurance and insurtech industries, with a proven track record of success in leading and growing companies. In Jim’s previous role as CEO of bolt Solutions Inc, he grew the company’s revenue and oversaw the transformation of its business model, enabling the company to grow and scale quickly and efficiently. He has extensive experience creating unparalleled business success in the insurance and insurtech space, administering pragmatic and analytical decisions in high-pressure environments. His enthusiasm for embracing cutting-edge...
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Episode Info As Senior Vice President, Laurna leads the company’s Western State Product and Club Experience teams, which are responsible for the performance of personal lines insurance products across CSAA Insurance Group’s Western markets. She also oversees the Club & Agency Experience teams, which are responsible for the operations and experience of CSAA’s largest distribution channel, AAA clubs. Laurna started her insurance career at CSAA Insurance Group as an Actuarial Analyst and rose rapidly through the company’s ranks. Subsequent roles of increased responsibility include...
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Episode Info Gil Arazi is the Founder and Managing Partner of FinTLV Venture Capital – a leading global late stage Insurtech VC (Hippo, Next Insurance, Unqork, Corvus, wefox and many more). FinTLV works very closely with dozens of the leading global insurers and re-insurers – to provide real value to its’ portfolio companies. Therefore, Gil is a board member/observer in Hippo, Next Insurance, Pattern, iFeel, Assured Allies, Lovys, and more. Gil has 20 Years’ experience as a senior executive and board member at the largest insurance companies in Israel and is a seasonal entrepreneur in...
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Episode Info Amy Antczak, COO of , brings nearly two decades of experience working in the legal and insurance industries to her role as Chief Operating Officer for GreenieRE. In her previous leadership positions at Energetic Capital, CNA, and AIG, Amy leveraged her law degree to manage complex financial lines claims, professional liability cases, and corporate litigation. Episode Background: Amy Antczak is the Co-Founder and COO of GreenieRe, a pioneering reinsurance company focused on supporting the renewable energy sector. Recorded live at ITC Vegas 2025, this conversation delves into the...
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Episode Info Peter Settel, CEO of , is a business and technology leader with a proven track record of leading technology-led growth companies across the insurance sector. Prior to Bold Penguin, Settel was the Enterprise Chief Strategy Officer and Information Officer at American Family Insurance. Before that, Peter spent 17 years as a senior executive leading capability development at Homesite Insurance. Peter spent his early career at Cambridge Technology Partners and as a leader at MediaLink Interactive. Settel holds a Bachelor of Science degree in Finance and Investments from Babson College....
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Episode Info
In this episode, I explore the paradox that is insurance. We buy risk from others, yet we are risk averse ourselves. Looking at the work of underwriters as compared to venture investors, you find that the skillset is actually nearly identical, but it's being deployed in opposite directions. I discuss that, why that might be, and what someone trying to bring innovation and change to insurance should keep in mind given this reality.
Episode Highlights
This episode is a unique and shorter installment with insights and reflections rather than our normal interview format. The focus is on exploring the concept of risk aversion within the insurance industry and comparing it to the venture capital world.
Key Topics Discussed:
- Risk Aversion in Insurance:
I see a paradox of risk aversion in an industry that essentially deals with buying and managing risk. Despite being in the business of risk, the insurance industry tends to be conservative and slow to change. - Comparison with Venture Capital:
A comparison is drawn between underwriters and venture capitalists, highlighting how both evaluate businesses but from different perspectives. While venture capitalists have a capped downside and potentially unlimited upside, underwriters face a capped upside and potentially unlimited downside. - Analogies and Insights:
I compare this to the Netflix show "Stranger Things" to describe the contrasting worlds of insurance and venture capital, likening them to the "Upside Down" and the real world. - Economic Perspectives:
Discussion on the economic frameworks within which underwriters and venture capitalists operate, emphasizing the differences in risk and reward dynamics. - Personal Reflections:
The episode includes personal anecdotes and reflections on the nature of risk, decision-making, and the psychological aspects of dealing with uncertainty.
Conclusion:
The episode concludes with a call to embrace conversations about risk and change, encouraging listeners to prepare for and adapt to new challenges in their professional environments.
This episode is brought to you by The Future of Insurance book series (future-of-insurance.com) from Bryan Falchuk.
Follow the podcast at future-of-insurance.com/podcast for more details and other episodes.
Music courtesy of Hyperbeat Music, available to stream or download on Spotify, Apple Music, and Amazon Music and more.