64. The Quality of Risk: Cyber Planning for Business Transitions and Long-Term Wealth Builders ft. Jason Frank
Release Date: 06/16/2025
Legacy Listens
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In this episode, host Rob Wermuth is joined by Jason Frank, Chief Operating Officer at SpecterOps, to explore one of the most critical issues facing businesses today: cybersecurity. With a background in penetration testing, threat hunting, and enterprise security operations, Jason shares insights from years on the front lines of digital defense. They discuss the rise of ransomware, the impact of artificial intelligence on risk, and how zero trust models are reshaping security in a remote-first world. Jason breaks down complex topics into practical steps that business owners, especially those...
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info_outlineIn this episode, host Rob Wermuth is joined by Jason Frank, Chief Operating Officer at SpecterOps, to explore one of the most critical issues facing businesses today: cybersecurity. With a background in penetration testing, threat hunting, and enterprise security operations, Jason shares insights from years on the front lines of digital defense.
They discuss the rise of ransomware, the impact of artificial intelligence on risk, and how zero trust models are reshaping security in a remote-first world. Jason breaks down complex topics into practical steps that business owners, especially those leading small to mid-sized companies, can act on today.
From strengthening password protocols to implementing multi-factor authentication and managing identity risk, Jason offers clear, actionable advice. He also explains how tools like BloodHound can reveal vulnerabilities that often go unnoticed.
Looking ahead, the conversation touches on balancing innovation with privacy, preparing the next generation of cybersecurity talent, and why an annually reviewed cyber action plan is essential to long-term business value.
If you are thinking about how to better protect your organization, clients, and legacy in an increasingly digital world, this episode is filled with timely and practical guidance.
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