In the AI era, cybersecurity is undergoing a fundamental shift as AI agents transform both the speed and scale of attacks. In this interview, Gibb Witham, President and Chief Financial Officer of Hack The Box, explains why organizations must move beyond assumed AI capability toward measurable, validated cyber readiness for both humans and AI systems. Drawing on real-world benchmarks, agentic AI testing, and hands-on training, Witham outlines how security teams can safely adopt AI by proving performance under pressure. The discussion highlights why the future of cybersecurity depends on training, testing, and reinforcing human and AI operators together before they are trusted in critical environments.

This segment is sponsored by Hack The Box. Visit https://securityweekly.com/hacktheboxrsac to learn more about them!

As credential-based attacks continue to dominate headlines, many organizations are realizing that identity alone is no longer a sufficient control. This conversation explores the shift toward device-based access enforcement and why tying access to both user and device is becoming critical. We'll discuss how this evolution is reshaping Zero Trust strategies across modern environments.

This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlockerrsac to learn more about them!

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Show Notes: https://securityweekly.com/swn-568

In this two-part interview, Rinoa Poison explores the mechanics of modern scams, the role of AI in making them more convincing, and the growing world of scam baiting. She also discusses the tactics, technical setups, and safety considerations behind wasting scammers' time.

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Show Notes: https://securityweekly.com/swn-567

Rinoa Poison joins Security Weekly News to break down the world of scam baiting, how modern scams are evolving, and why AI is making fraud harder to spot. In this two-part conversation, she shares how scam baiters operate, the risks involved, and what everyday people should know.

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Show Notes: https://securityweekly.com/swn-566

Macbeth, Ahab, Peewee Herman, Microsoft, Zoom, Vibe Hacking, SharePoint, Meta, AgeID, Josh Marpet, and More on this episode of the Security Weekly News.

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Show Notes: https://securityweekly.com/swn-565

AI Spicy Mode, Steam, Glassworm, Samsung, Stryker, Waymo, Cole Porter, and More on the Security Weekly News.

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Show Notes: https://securityweekly.com/swn-564

This episode is all about trust getting abused at scale.

We start with Chinese-nexus operators pivoting fast onto Qatar using conflict lures and familiar tradecraft.

Then we hit banking, because they deserve it: Lloyds, Halifax, and Bank of Scotland customers seeing other people's transactions in-app, a straight confidentiality failure, not "someone hacked my phone".

From there it's the Middle East conflict exposing what "cloud resilience" really means when the problem isn't cyber, it's physical disruption and dependency chains. Then Meta's takedown of 150,000 scam-linked accounts shows the fraud supply chain is still running hot, and the platforms are now part of the battleground whether they like it or not.

The Microsoft story is the one to watch: a critical Excel bug that turns Copilot Agent into a zero-click data leak path. And the AI agent theme keeps going with Context7: attackers slipping instructions into "helpful" context and getting agents to do dumb, destructive things on their behalf.

We finish with Stryker having the worst day with a major outage, disputed claims, and a reminder that if your management plane gets hit, you can lose the whole estate fast. Look at Intune.

No hype. Just the stuff that actually breaks systems, me talking too fast, which to be honest 'slow' is why I turn most podcasts off.

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Show Notes: https://securityweekly.com/swn-563

Precious Bodily Fluids, InstallFix, CISA, Claude, Overtime, Sim Swaps, Tube Stations, Aaran Leyland, and More on the Security Weekly News.

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Show Notes: https://securityweekly.com/swn-562

Iran vs Everyone: 2FA-Bypass Phish, APT41 Drive, iOS 0days, Josh Marpet, and More on the Security Weekly News

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Show Notes: https://securityweekly.com/swn-561