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Cyber Insurance Leaders

Cyber Insurance Leaders

Von: Anthony Hess
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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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  • Ep. 60 – Defensible Truth in DFIR: Why Preserving Evidence Beats Quick Fixes – with Devon Ackerman
    Dec 22 2025

    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 and Senior Forensic Examiner, Devon explains why his team approaches every matter as if it could end up in court, and what that changes in practice.

    He breaks down how to scope an incident from the first call, preserve evidence before “fixing” the environment, and pressure-test tool output instead of blindly trusting it. Anthony and Devon also dig into AI and automation in DFIR, the central role of timelines and logging in telling a credible breach story, and why third- and fourth-party access, zero trust, and contracts are now defining systemic cyber risk for boards and insurers alike.


    You'll learn:

    1. Why “defensible truth” is the real product in high-stakes incident response
    2. How forensic-science DFIR changes scoping, evidence preservation, and decision-making
    3. Where AI speeds up investigations and where it creates blind spots for junior teams
    4. Why timelines and logging shape what carriers, regulators, and boards believe happened
    5. How vendor access and contracts drive third- and fourth-party cyber risk at scale

    ___________


    Get in touch with Devon Ackerman on LinkedIn: https://www.linkedin.com/in/devonackerman/


    ___________


    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: ahess@asceris.com.

    ___________


    Thanks to our friends at SAWOO for producing this episode with us!

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    55 Min.
  • Ep. 59 – Why Bedside Manner Defines Great Counsel in a Cyber Crisis – with Josh Mooney
    Dec 1 2025

    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 how US courts are reshaping ransomware incentives, why data governance failures attract OCR scrutiny, and how privacy law is edging toward a fifth fundamental right, namely the right not to be tracked.

    From the psychology of crisis response to courtroom strategy and compliance realities, Josh reveals how the next decade of cyber risk will test not only systems, but the people behind them.

    You’ll learn:

    1. Why empathy and trust are strategic tools in breach response
    2. How US court rulings are driving ransom payment dilemmas
    3. What OCR investigations reveal about weak governance
    4. Why data inventory discipline determines breach outcomes
    5. How privacy law may soon expand to include a “right not to be tracked”

    ___________


    Get in touch with Josh Mooney on LinkedIn: https://www.linkedin.com/in/joshua-mooney-cybersecurity/


    ___________


    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: ahess@asceris.com.

    ___________


    Thanks to our friends at SAWOO for producing this episode with us!

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    46 Min.
  • Ep. 58 – From Forms to Data Precision: Telemetry’s Role in Cyber Underwriting – with Alex Jomaa
    Oct 22 2025

    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 underwriting
    2. What really stops buyers from purchasing cyber policies
    3. How brokers can sell cyber coverage more effectively
    4. The key signals Onda uses to assess cyber hygiene and risk quality
    5. 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: ahess@asceris.com.

    ___________


    Thanks to our friends at SAWOO for producing this episode with us!

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    38 Min.
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