We’re predicting what 2026 has in store for AI and cybersecurity. We explore the wild possibilities of AI integration gone wrong, from people accidentally connecting their AI to sensitive file systems to blaming their AI agents for losing critical data. The conversation takes a thoughtful turn as they debate which jobs might fall to AI automation and if the human touch is still irreplaceable? Examining real examples like the "Y'allbot" weather monitoring system and photorealistic AI actress Tilly Norwood to illustrate how rapidly AI is transforming industries.Tune in and learn how to navigate the AI-powered future responsibly.

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We’re pulling back the curtain on the technology industry to reveal what life looks like when you're constantly aware of what can go wrong. From the loss of childlike wonder when encountering new tech to the ethical dilemmas posed by autonomous vehicles, we discuss the unique burden of seeing technology's darker possibilities. We’re examining how years of witnessing security breaches and system failures shape a professional outlook that balances innovation with caution.

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What do roller coasters and threat modeling have in common? More than you'd think. In this episode, we explore how security professionals view risk differently than everyone else—and why that matters. From roller coaster anxiety to the ethics of identifying danger, we dive into the unique mindset that comes with being a threat modeler. Because once you learn to see threats everywhere, there's no going back.

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Is the cybersecurity industry facing a security problem or a software quality problem? In this episode, we’re tackling the controversial claim that AI advancements could make security teams obsolete—and uncover the deeper issues plaguing software development. The conversation reveals an uncomfortable truth: software companies often transfer the risk of vulnerabilities to customers, creating a system where there's little incentive to invest in security by design. Can AI bridge this gap, or do we need fundamental changes in how we approach software development and regulation?

Article: Ex-CISA head thinks AI might fix code so fast we won't need security teams

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We’re debating an online article claiming that the CIA Triad (Confidentiality, Integrity, Availability) is a relic and needs to be updated for 21st-century threats. The discussion includes whether new properties like authenticity, accountability, and resilience should be incorporated into modern security models. And we delve into the use of analogies, system properties versus values, and the role of ethical considerations in cybersecurity. Listen along to our discussion on whether the foundational elements of security need a refresh.

The CIA Triad is Dead 

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We’re debating the concepts of 'Shift Left' and 'Shift Down' in the world of cybersecurity. We explore the intricacies of developer responsibility, the impact of modern AI on code security, and the delicate balance between innovation and secure coding practices. Join us for a thought-provoking discussion that ranges from keeping our digital world secure, efficient and, most importantly, simple. 

The Modernization Imperative: Shifting Left is for Suckers. Shift Down Instead. 

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We’re diving into the relevance and execution of threat modeling within agile development environments. We dissect the claims, explore the true integration of agile practices with threat modeling, and address the misconceptions and challenges commonly faced. Check out the episode to find out if threat modeling is indeed slowing down agile processes or if it can be seamlessly integrated for better security outcomes.

The Problem With Threat Modeling in Application Security: Too Slow, Too Theoretical, Not Agile

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We’re discussing the intriguing world of cyber privateers and the concept of 'hacking back' against cyber criminals. The discussion centers around a proposed bill in the U.S. Congress, H.R. 4988, that aims to authorize private individuals to pursue cyber criminals with the full backing of government-issued letters of marque. We explore the historical context of privateers, the potential legal and ethical implications, and the modern-day ramifications of such measures. And debate whether bringing back this old concept could be a solution to modern cyber threats or if it opens the door to more significant risks and unintended consequences. 

US bill proposes 21st-century privateers to take on cybercrime

H.R. 4988 - Scam Farms Marque and Reprisal Authorization Act of 2025

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Dr. Kim Wuyts and Avi Douglen join us in today's episode. Both guests are fresh from their training sessions at Black Hat and DEF CON in Las Vegas and share a quick overview of their experiences. We discuss a newly developed privacy awareness card game called 'Context and Cringe,' which aims to educate participants about privacy issues in a fun and interactive way. We also cover an upcoming training session at Global AppSec DC in November, where attendees will learn practical privacy strategies and get hands-on experience with the card game. Join us as we explore how privacy differs from traditional security concerns in being less precise and more subjective.

OWASP Authoritative Privacy Reference Project

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We’re discussing the article, “Agentic AI Threat Modeling Framework: Maestro published back in February of this year on the Cloud Security Alliance blog. We discuss the various layers, patterns, and threats outlined in the framework, comparing it to existing methodologies like STRIDE and PASTA, and evaluate Maestro's structure, its potential complexity for developers, and its overall practicality and usefulness in the threat modeling arena. Listen along as we unravel the intricacies of the framework and share our candid thoughts on its strengths and weaknesses.

Agentic AI Threat Modeling Framework Maestro

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