AI Security In Depth episode artwork

EPISODE · Jun 17, 2026 · 54 MIN

AI Security In Depth

from System Prompt · host Peter

The conversation delves into the complexities of AI security, highlighting the expanding attack surfaces, vulnerabilities in enterprise software, and specific attack methods such as prompt injection, skeleton key, and crescendo jailbreak. The speakers emphasize the importance of mitigating these attacks through defense strategies and enforcement of instruction hierarchy. Additionally, they discuss the craftiness of context compliance attacks and the challenges in detecting and mitigating them. The conversation covers various security threats and attacks related to AI and large language models. It explores compliance attacks, system prompt extraction, context poisoning, supply chain attacks, tool and MCP poisoning, sensitive information disclosure, and mitigation strategies. The speakers emphasize the importance of observability, proper protocols, and defensive frameworks to safeguard against these threats.TakeawaysAI security involves complex attack methodsMitigating AI security threats requires proactive defense strategies Observability is crucial for detecting and mitigating compliance attacks and context poisoning.Proper protocols, defensive frameworks, and testing are essential for safeguarding against security threats in AI and large language models.Chapters00:00 Celebrating Episode 1405:14 Prompt Injection and Defense12:47 Crescendo Jailbreak17:51 Context Compliance Attacks34:24 System Prompt Extraction41:27 Supply Chain Attacks48:20 Sensitive Information Disclosure

The conversation delves into the complexities of AI security, highlighting the expanding attack surfaces, vulnerabilities in enterprise software, and specific attack methods such as prompt injection, skeleton key, and crescendo jailbreak. The speakers emphasize the importance of mitigating these attacks through defense strategies and enforcement of instruction hierarchy. Additionally, they discuss the craftiness of context compliance attacks and the challenges in detecting and mitigating them. The conversation covers various security threats and attacks related to AI and large language models. It explores compliance attacks, system prompt extraction, context poisoning, supply chain attacks, tool and MCP poisoning, sensitive information disclosure, and mitigation strategies. The speakers emphasize the importance of observability, proper protocols, and defensive frameworks to safeguard against these threats.TakeawaysAI security involves complex attack methodsMitigating AI security threats requires proactive defense strategies Observability is crucial for detecting and mitigating compliance attacks and context poisoning.Proper protocols, defensive frameworks, and testing are essential for safeguarding against security threats in AI and large language models.Chapters00:00 Celebrating Episode 1405:14 Prompt Injection and Defense12:47 Crescendo Jailbreak17:51 Context Compliance Attacks34:24 System Prompt Extraction41:27 Supply Chain Attacks48:20 Sensitive Information Disclosure

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AI Security In Depth

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What's Bruin Chris Nosek & Gayle Troiani With Dom out, Chris and Gayle continue to bring you all the latest regarding the Boston Bruins and all their prospects worldwide. What's Bruin:Chris and Gayle discuss the ongoing, day-to-day operations of the Boston Bruins of the National Hockey League. Everything from game analysis and salary cap management questions to information from inside the locker room we review all of your questions and help you manage your expectations while bringing all the latest news of your favorite NHL franchise.The Dom.Hockey Podcast:Currently on hold, Dom.Hockey The Podcast was born from Dom.Hockey - the site that Dominic Tiano has been running for many years. Chris and Dom focus on all of the prospects in the system for the Boston Bruins. Whether they play in the OHL, ECHL, AHL, or somewhere else around the world, we keep you up to date on who you should be keeping an eye on within the depths of your favorite NHL organization and how you can watch them for yourself. Tune into the show(s) as th Explicit TrueLife George Monty What happens when a scientist, a mystic, and a comedian walk into your nervous system and refuse to leave? TrueLife is speculative audio that takes the most dangerous ideas in neuroscience, consciousness, and human potential — and makes them impossible to unhear. Fictional compounds. Real mechanisms. Experiences that don’t have names yet. For the seekers, the rebels, and everyone who has ever suspected that reality is significantly stranger than advertised. Explicit Sysadministrivia r00t^2 We podcast all things system administration/engineering/infosec, with a strong focus on GNU/Linux. We use F/OSS software whenever possible in the production of these podcasts. Please be sure to view the full show notes on the site! Explicit WarHams: A Chaos Odyssey Narrative Declaration Four Chaos Space Marines. One terrified Guardsman. A cursed ship hurtling across the galaxy. Join us for a Warhammer 40,000 actual-play TTRPG campaign using the Black Crusade system — hilarious, grimdark, and utterly unhinged. Which Chaos God will the Guardsman ultimately choose? Who will prevail in the end? Explicit

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This episode was published on June 17, 2026.

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The conversation delves into the complexities of AI security, highlighting the expanding attack surfaces, vulnerabilities in enterprise software, and specific attack methods such as prompt injection, skeleton key, and crescendo jailbreak. The...

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