Anthony Hess
Cyber Insurance Leaders
Cyber Insurance Leaders is dedicated to keeping cyber insurance and security professionals up to date on the latest developments, best practices, and thought leadership from leading voices in the industry. If you’re looking to hear and learn from cyber insurance and security experts, this show is for you. Each episode features an interview with an executive or thought leader, discussing topics like the cyber insurance industry as a whole, international growth, cyber claims, and more.
Author
Anthony Hess
Category
Podcast website
Latest episode
Mar 18, 2026
Where to listen?
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Episodes
Ep. 61 - Are We Overpricing Cyber War? A Reality Check on Systemic Risk - with Tom Johansmeyer 18.03.2026 50:36
Hollywood sells cyber apocalypse. The data tells a different story. For years, cyber war has been framed as the systemic threat that could destabilize the insurance market overnight. But does the evidence support that assumption, or are we pricing a risk that hasn’t materialized at the scale we fear? In this episode, host Anthony Hess speaks with Tom Johansmeyer , Global Head of Index Classes at P...
Ep. 60 – Defensible Truth in DFIR: Why Preserving Evidence Beats Quick Fixes – with Devon Ackerman 22.12.2025 54:31
In incident response, if you wipe systems first and ask questions later, you’re deleting the truth. In this episode, host Anthony Hess sits down with Devon Ackerman , Global Head of Digital Forensics and Incident Response at Cybereason, to unpack what serious DFIR looks like when your audience is regulators, legal counsel, and insurance carriers and brokers. A former FBI Supervisory Special Agent...
Ep. 59 – Why Bedside Manner Defines Great Counsel in a Cyber Crisis – with Josh Mooney 01.12.2025 45:31
During incident response, what separates good from great counsel is bedside manner. In this episode, host Anthony Hess sits down with Josh Mooney , Partner and US Head of Cyber and Data Privacy at Kennedys Law, for a candid look at effective cyber response leadership. Josh explains why empathy and communication are as critical as legal precision when guiding clients through chaos. He also shares h...
Ep. 58 – From Forms to Data Precision: Telemetry’s Role in Cyber Underwriting – with Alex Jomaa 22.10.2025 38:21
Telemetry is changing the underwriting game, enabling a shift from clunky forms to real-time, verifiable risk data. In this episode, host Anthony Hess sits down with Alex Jomaa , Chief Underwriting Officer at Onda, to explore how real-time data is transforming cyber underwriting, and why it’s time the industry stopped relying on outdated processes that frustrate clients and slow brokers down. Alex...
Ep. 57 – Building a Resilient Cyber MGA Through Discipline and Consistency – with Greg Markell 02.07.2025 1:00:42
When the market softened, Ridge didn’t follow the crowd. Here’s how discipline became their competitive edge. In this episode, host Anthony Hess sits down with Greg Markell, President & CEO at Ridge Canada Cyber Solutions Inc., for a candid conversation on what it takes to build a sustainable cyber MGA. Greg shares how Ridge has resisted the pull of chasing market share during soft cycles—ma...
Ep. 56 – BI, Data, and Dollars: What Today’s Claims Trends Reveal About Cyber Risk – with John Spiehs 21.05.2025 57:13
What if the biggest threat to your cyber claims portfolio isn’t ransomware—but a spreadsheet buried in someone’s inbox? In this episode, host Anthony Hess chats with John Spiehs , Head of Claims at Converge, about what’s shifting in the cyber claims space—and what insurance professionals should have on their radar. John breaks down how Converge is leading efforts to simplify Business Interruption...
Ep. 55 - The Next Evolution of Cyber Insurance: Active Protection and Real-Time Risk Mitigation - with Daniel Woods 19.03.2025 45:57
Cyber insurers can’t just assess risk—they need to actively protect businesses from evolving threats. In this episode, host Anthony Hess welcomes Daniel Woods , Principal Security Researcher at Coalition, to explore how cyber insurers can move beyond risk transfer and take an active role in cybersecurity. Daniel explains how Coalition’s mission-driven approach sets it apart, and why active insuran...
Ep. 54 - Privacy, Ransomware, and Risk: 2025 Cyber Insurance Trends - with David Anderson 05.03.2025 58:34
Can your cyber insurance policy really deliver when it counts? Find out what separates a winning policy from a risky gamble. In this episode, host Anthony Hess welcomes David Anderson , Vice President of Cyber at Woodruff Sawyer, to explore the evolving cyber insurance landscape. David dives into the current trends shaping the market, sharing insights into what 2025 holds for privacy underwriting,...
Ep. 53 - Proactive Risk Management: A Win-Win-Win for Insurers, Brokers, and Clients - with Sidd Gavirneni 19.02.2025 38:25
How can insurers, brokers, and clients all win through proactive risk management? Discover the strategies reshaping the cyber insurance ecosystem. In this episode, host Anthony Hess sits down with Sidd Gavirneni , Global Product Owner, Digital Risk Management at HSB. With a background spanning cybersecurity, entrepreneurship, and InsurTech innovation, Sidd shares his insights into transforming the...
Ep. 52 - Why Nobody’s Truly Good at Cyber Insurance Yet - with Daniel Kasper 05.02.2025 1:02:50
In a market defined by uncertainty, is it possible to ever be ‘good’ at cyber insurance? Daniel Kasper thinks not—at least for now. In this episode, Daniel Kasper , CEO of QualRisk Cyber Insurance Center, joins host Anthony Hess to explore why the cyber insurance market is still in its infancy. Drawing from examples like the ransomware epidemic of 2019-2022, Daniel explains how the lack of histori...
Ep. 51 - Cyber Insurance at a Turning Point: Unlocking Growth Through Innovation and Collaboration - with Gillian Anderson 08.01.2025 37:33
Discover how the evolving cyber insurance market is unlocking growth opportunities and shaping the future of risk management. In this episode, host Anthony Hess welcomes Gillian Anderson , Global Line Head for Cyber & Technology at SCOR. Gillian shares her expert insights on the market’s rapid evolution, emphasizing the importance of collaboration, data-driven innovation, and the untapped pote...
Ep. 50 - Cyber Risk Is Human: Why High-Tech Alone Won’t Manage the Threat - with Ann Irvine 21.11.2024 49:23
High-tech tools alone can’t manage today’s evolving cyber threats—human insight remains essential. In this episode, host Anthony Hess welcomes Ann Irvine , Chief Data and Analytics Officer at Resilience , who shares why cyber risk management requires more than just the latest tech. Ann explains how Resilience combines technology with hands-on expertise to address complex cyber threats. She emphasi...
Ep. 49 - From Data Breach to System Failure: The Evolving Faces of Cyber Insurance - with Nadia Hoyte 07.11.2024 44:32
When system failures and AI threats collide, cyber insurance must evolve. Explore the shifting conversations redefining the industry. In this episode, host Anthony Hess speaks with Nadia Hoyte , National Practice Cyber Leader at USI Insurance Services , who brings over 20 years of expertise in shaping the evolving landscape of the industry. Nadia explores why cyber coverage must break free from tr...
Ep. 48 - Unlocking Efficiency: How InsurTech Is Streamlining the Cyber Insurance Marketplace - with Jeff Cohen 24.10.2024 45:43
What’s slowing down the cyber insurance marketplace, and how can you stay ahead of the curve? Explore how innovative InsurTech solutions are transforming efficiency and growth. In this episode, Jeff Cohen , Senior Vice President at Zywave , discusses the vital role of InsurTech in streamlining the cyber insurance marketplace. The company's leading technology solutions are driving efficiency,...
Ep. 47 - Cyber Insurance in Transition: The Intersection of Technology, Public-Private Collaboration and Reinsurance - with Oliver Brew 26.09.2024 41:03
Discover how cutting-edge reinsurance strategies and public-private collaboration can address the biggest risks in cyber insurance In this episode, Oliver Brew , Cyber Practice Leader at Lockton Re , brings 25 years of experience to discuss the evolving cyber insurance landscape. He explores how advancements in technology are shaping the industry, from improving underwriting efficiency to enhancin...
Ep. 46 - De LatAm a Europa: Matices Culturales en Estrategias de Seguros Cibernéticos - con Andrea García-Beltrán 18.07.2024 36:07
¿Te has preguntado alguna vez cómo difieren las estrategias de seguros cibernéticos entre Bogotá y Berlín? En este episodio de podcast, descubrimos las complejidades culturales que intervienen en los diferentes mercados de seguros cibernéticos. Únete a nosotros mientras Andrea García-Beltrán , Socia y Jefa de Cyber Media y Tecnología Europa en Nirvana , comparte sus conocimientos especializados so...
Ep. 46 - From LatAm to Europe: Cultural Nuances in Cyber Insurance Strategies - with Andrea García-Beltrán 17.07.2024 48:37
Ever wondered how cyber insurance strategies differ from Bogotá to Berlin? In this episode, we unpack the cultural complexities at play in different cyber insurance markets. Join us as Andrea García-Beltrán , Partner and Head of Cyber Media and Tech Europe at Nirvana , shares her expert insights on navigating the complex cyber insurance terrains of Latin America and Europe. She discusses the uniqu...
Ep. 45 - Breach Coach Strategies: Achieving Work-Life Balance and Preventing Burnout in High-Stress Cyber Law - with John Loyal 03.07.2024 46:15
From preventing burnout to mastering communication, learn how to navigate the high-stakes world of breach coaching. In this episode, John Loyal , Partner and Co-chair of the cyber practice at Cipriani & Werner PC , shares his candid insights into the demanding nature of cyber law, the critical importance of creating a work-life balance, and the strategies he employs to prevent burnout among hi...
Ep. 44 - AI, Quantum Computing, and Cyber Insurance: Transforming Underwriting and Claims - with Keith Bergin 20.06.2024 44:23
AI and quantum computing are revolutionizing underwriting and claims handling. In this episode, Keith Bergin , Vice President of Corporate Claims at Tokio Marine HCC , shares his insights on the transformative impact of AI and quantum computing, emphasizing the crucial role of data in understanding systemic risks and improving underwriting practices. He contrasts traditional and modern claims hand...
Ep. 43 - Cyber Insurance Down Under: Australian Market Dynamics, Challenges, and Growth Opportunities - with Andrew Brett 23.05.2024 56:00
Curious about Australia’s cyber insurance market and how it differs from the US and European markets? Here’s your insider’s guide. In this episode, we sit down with Andrew Brett , co-founder and Director of Infosure Insurance , to explore the unique landscape of cyber insurance in Australia. Andrew shares his expertise on navigating Australia's burgeoning market and the importance of establis...
Ep. 42 - Hacked: How Law, Communication & Technology Can Save Your Business During a Crisis - with Stu Panensky 17.04.2024 43:15
Cyber incidents may first seem like a maze without an exit. With the right tools, you can find order in the chaos and get back to where you need to be. Join us for a deep dive into cyber incident response with Stu Panensky , Founding Partner at Pierson Ferdinand LLP , a full services law firm founded in January 2024 – the largest law firm launch in US history. From maintaining attorney-client priv...
Ep. 41 - Detect, Protect, Respond, Recover: The Interplay Between Cybersecurity and Insurance - with Edwin Covert 03.04.2024 44:07
With a 3-decade-long career in cybersecurity, Edwin Covert is perfectly placed in his current role as Head of Cyber Risk Engineering at Bowhead Specialty Underwriters . In this episode, Edwin Covert shares his extensive cybersecurity and insurance expertise. Tune in to hear Anthony and Edwin explore a range of topics, including how his perspective on cybersecurity has evolved since moving into the...
Ep. 40 - Convergence: Exploring the Increasingly Popular Integration of Cybersecurity Services and Insurance - with Tom Kang 21.03.2024 49:34
Insurers and MGAs are increasingly moving into cybersecurity services—could this be the solution for comprehensive security in the marketplace? Converge CEO Thomas Kang provides his insights, thoughts, and concerns around these developments, offering a unique perspective on how companies can navigate this complex terrain. He also shares his expertise on other hot topics like underwriting, risk a...
Ep. 39 - Trends, Challenges, and Solutions in Cyber Insurance: A Broker's Perspective - with Alexandra Bretschneider 05.03.2024 54:51
How does the insurance industry keep pace with the constant evolution of cyber threats? In this episode, we're joined by Alexandra Bretschneider , Vice President & Cyber Practice Leader at Johnson, Kendall & Johnson , who dives deep into the dynamic world of cyber insurance. Alexandra shares her unique journey from IT consulting to shaping the future of cyber risk management, offering...
Ep. 38 - The Call for Unity: How Better Collaboration Between Brokers & Insurers Can Strengthen the Cyber Insurance Community - with Jonathan Weekes 07.02.2024 42:23
With new threats continually emerging, unity is our strongest shield. In this episode, we're joined by Jonathan Weekes , Cyber Product Leader at Hub International . He delves deep into the need for better collaboration between brokers and insurers, particularly in Canada, and how this could improve standards and client support in cyber insurance. He also casts his expertise over trending topi...
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