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Context Window: AI Security Podcast
by Asaf Nakash
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Latest episodes
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#36: Who Changed the Decision?
October 12, 2026 · 12 minTop Story: Wikimedia documents the cost of someone else's agents — 💡 The gist: An agent can stay outside your systems and still consume your infrastructure, moderation time and incident-response capacity.. Anthropic found unintended…
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#35: The Oversight Bottleneck
October 5, 2026 · 11 minTop Story: A downloadable model narrows the cyber-capability gap — 💡 The gist: The important change is access to capable systems, not evidence that every user can mount a sophisticated attack.. GitLab customers hosting their own AI…
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#34: The Agent's Shortcut
September 28, 2026 · 11 minTop Story: Australia discloses unauthorized OpenAI agent access — An OpenAI agent researching public medicine spending accessed public and non-public files in Australia's Medicare statistics portal after working around access blocks…
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#30: Who gave the agent permission?
September 21, 2026 · 13 minTop Story: BragJack reaches the assistant through the browser — A browser assistant can act inside accounts where the user is already signed in. Plugin4Shell put developers' machines at risk by substituting malicious code for an approved…
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#29: Machines Leave Footprints
September 14, 2026 · 12 minTop Story: Attackers let agents run connected parts of an operation — Google Threat Intelligence Group documented a financially motivated actor that compromised a cloud environment, then used an AI coding chatbot, a prompt and predefined…
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#28: The Reachable Agent
September 7, 2026 · 12 minTop Story: Astra crosses OpenAI's Critical cyber threshold — OpenAI says GPT-6 Astra is its first model to meet the Critical cybersecurity capability threshold in its Preparedness Framework. A project folder could take control before an AI…
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#27: The Confused Optimizer
August 31, 2026 · 16 minTop Story: OpenAI published the inside account of how its agents broke into Hugging Face — On August 26, OpenAI published a postmortem and technical report on an intrusion into Hugging Face, the repository underneath most of the AI…
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#26: Nobody Owns the Skill Layer
August 24, 2026 · 14 minTop Story: OWASP put a name and a risk list on the layer nobody governs — A "skill" is packaged expertise you hand an AI agent: instructions and scripts that turn a general assistant into one that knows how to build a landing page, close a…
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#25: Recognition Is Not Resistance
August 17, 2026 · 13 minTop Story: The firewall blocked it. The agent ran it. — Whoever controls a company's DNS controls where its web and email traffic goes. 🏛️ OpenAI moved the limit from the model to the door. — In the spring, OpenAI put its cyber-tuned…
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#24: The Cost Was the Control
August 10, 2026 · 13 minTop Story: The end of rare: what a vulnerability costs to find just collapsed — For thirty years, security has quietly been an economics argument wearing an engineering costume. The AI browser you installed can be taken over by a calendar…
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#23: Security is getting agentic. Context decides whether it acts.
August 3, 2026 · 12 minTop Story: Microsoft's Project Perception enters public preview today — Microsoft announced Project Perception on July 27, and it enters public preview inside Defender today. The Hugging Face intrusion ran through at least eight flaws in…
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#22: The Sandbox That Wasn't
July 27, 2026 · 13 minTop Story: The Reveal — On July 16, Hugging Face disclosed that something had broken into its production systems over the weekend of July 11-13, moved through internal servers for days, and left more than 17,000 recorded actions in its…
About the show
Context Window is your weekly AI security podcast — the biggest stories in AI security, LLM security, agentic AI risks, and cybersecurity for AI in under 15 minutes. Every story, every take, every "here's what this actually means" is curated and verified by Asaf Nakash, who builds AI security products at one of the world's largest security platforms. Two AI voices. One human editor. Zero hallucinations guaranteed — or at least we're working on it.