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Cyber Insurance Leaders

Anthony Hess
Cyber Insurance Leaders
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  • Ep. 58 – From Forms to Data Precision: Telemetry’s Role in Cyber Underwriting – with Alex Jomaa
    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to explore how real-time data is transforming cyber underwriting, and why it’s time the industry stopped relying on outdated processes that frustrate clients and slow brokers down.Alex explains how Onda’s Navigator platform integrates directly with a client’s infrastructure to deliver objective, verifiable cyber risk insights, thereby eliminating the back-and-forth of long-form questionnaires. In addition, he unpacks the biggest hurdles to cyber adoption, from poor timing and over-complication to misaligned incentives and volatile pricing cycles.You'll learn:1. How telemetry brings scale, accuracy, and speed to cyber underwriting2. What really stops buyers from purchasing cyber policies3. How brokers can sell cyber coverage more effectively4. The key signals Onda uses to assess cyber hygiene and risk quality5. Why market volatility is damaging long-term trust in cyber insurance___________Get in touch with Alex Jomaa on LinkedIn: https://www.linkedin.com/in/alex-jomaa-b84b8520/ ___________About the host Anthony Hess:Anthony is passionate about cyber insurance. He is the CEO of Asceris, which supports clients to respond to cyber incidents quickly and effectively. Originally from the US, Anthony now lives in Europe with his wife and two children.Get in touch with Anthony on LinkedIn: https://www.linkedin.com/in/anthonyhess/ or email: [email protected].___________Thanks to our friends at SAWOO for producing this episode with us!
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  • Ep. 57 – Building a Resilient Cyber MGA Through Discipline and Consistency – with Greg Markell
    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—maintaining its underwriting standards since 2020—and why he believes cyber risk transfer must be earned, not assumed. He unpacks Ridge’s strategy of building proprietary underwriting tools in-house, explains why AI is an efficiency enhancer (not a replacement for people), and introduces the company’s new “risk marketplace,” which helps brokers turn declines into actionable paths to coverage. You’ll learn:1. Why consistent underwriting is Ridge’s strategy for long-term profitability2. Why cyber coverage should depend on client maturity, not market capacity3. How Ridge balances internal tech and AI with human-led underwriting4. What Ridge’s “risk marketplace” offers when clients aren’t ready for coverage5. Why trusted vendor partnerships are core to a strong claims experience___________Get in touch with Greg Markell on LinkedIn: https://www.linkedin.com/in/gregmarkell/___________About the host Anthony Hess:Anthony is passionate about cyber insurance. He is the CEO of Asceris, which supports clients to respond to cyber incidents quickly and effectively. Originally from the US, Anthony now lives in Europe with his wife and two children.Get in touch with Anthony on LinkedIn: https://www.linkedin.com/in/anthonyhess/ or email: [email protected].___________Thanks to our friends at SAWOO for producing this episode with us!
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  • Ep. 56 – BI, Data, and Dollars: What Today’s Claims Trends Reveal About Cyber Risk – with John Spiehs
    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 (BI) claims with a cleaner, more intuitive, top-down approach. He also digs into the growing exposure around data privacy, where even small incidents can trigger costly class actions. Finally, he explains what’s getting lost as the market softens, why vendor relationships matter more than price tags, and the kind of talent today’s claims teams really need.You'll learn:1. Why BI claims are evolving, and how Converge is simplifying the process2. Why data privacy and class actions are emerging as cyber’s new frontier3. Why soft market dynamics threaten underwriting discipline4. How poor email habits can explode breach costs overnight5. What defines a strong vendor partnership, beyond cut-rate solutions___________Get in touch with John Spiehs on LinkedIn: https://www.linkedin.com/in/john-s-b981337/___________About the host Anthony Hess:Anthony is passionate about cyber insurance. He is the CEO of Asceris, which supports clients to respond to cyber incidents quickly and effectively. Originally from the US, Anthony now lives in Europe with his wife and two children.Get in touch with Anthony on LinkedIn: https://www.linkedin.com/in/anthonyhess/ or email: [email protected].___________Thanks to our friends at SAWOO for producing this episode with us! 
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  • Ep. 55 - The Next Evolution of Cyber Insurance: Active Protection and Real-Time Risk Mitigation - with Daniel Woods
    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 insurance has an edge in an era of escalating threats.You'll learn:1. Why cyber insurers must go beyond risk assessment and actively protect policyholders2. How web privacy litigation from the plaintiffs’ bar mirrors cybercriminal tactics3. The biggest blind spots in systemic cyber risk, and why a privacy casualty catastrophe is worth thinking about4. How insurers can build real-time risk mitigation into their coverage models5. The future of cyber insurance: Where the industry is headed and how insurers can stay ahead___________Get in touch with Daniel Woods on LinkedIn: https://www.linkedin.com/in/daniel-woods-82555199/___________About the host Anthony Hess:Anthony is passionate about cyber insurance. He is the CEO of Asceris, which supports clients to respond to cyber incidents quickly and effectively. Originally from the US, Anthony now lives in Europe with his wife and two children.Get in touch with Anthony on LinkedIn: https://www.linkedin.com/in/anthonyhess/ or email: [email protected].___________Thanks to our friends at SAWOO for producing this episode with us! 
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  • Ep. 54 - Privacy, Ransomware, and Risk: 2025 Cyber Insurance Trends - with David Anderson
    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, ransomware risks, and premium stabilization. He reveals the common missteps that leave organizations vulnerable and offers actionable strategies to ensure your cyber insurance policy performs effectively in the event of a claim.You'll learn:1. Why privacy underwriting is the focal point of 2025 renewals2. How policy misalignment can lead to disastrous claims outcomes3. The must-have policy elements for manufacturing and tech firms4. Strategies to improve collaboration between CISOs and financial buyers5. Why underwriter scrutiny is shifting from quantity to efficacy of tools___________Get in touch with David Anderson on LinkedIn: https://www.linkedin.com/in/dava988/___________About the host Anthony Hess:Anthony is passionate about cyber insurance. He is the CEO of Asceris, which supports clients to respond to cyber incidents quickly and effectively. Originally from the US, Anthony now lives in Europe with his wife and two children.Get in touch with Anthony on LinkedIn: https://www.linkedin.com/in/anthonyhess/ or email: [email protected].___________Thanks to our friends at SAWOO for producing this episode with us! 
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Über 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.
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