SEC595: Applied Data Science and AI/Machine Learning for Cybersecurity Professionals


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Contact UsThe rapid adoption of AI has created a powerful new class of OSINT-ready data sources: exposed private LLM conversations and, secondarily, leaked system prompts. Over the past year, users and organizations have inadvertently exposed millions of private ChatGPT-style conversations through public share links, misconfigured integrations, browser extensions, API logs, and app-side vulnerabilities. Alongside these, many companies have also leaked internal system prompts containing workflow logic, decision rules, guardrails, and operational details. Together, these exposures form a new intelligence discipline: PromptINT. This talk demonstrates how exposed private conversations and leaked system prompts can be ethically collected, validated, and analyzed to extract valuable intelligence. These artifacts often reveal internal processes, escalation paths, business logic, authentication flows, and security assumptions-creating opportunities for OSINT practitioners to map organizational behavior, identify vulnerabilities, enhance phishing investigations, and understand how AI systems influence real-world decision-making. We will also walk through two real enterprise use cases where this type of leaked LLM data directly helped solve concrete organizational questions and uncover hidden operational risks. Attendees will learn a complete PromptINT methodology using only free and open-source tools: discovering leaks, harvesting prompts, validating exposed chats, mapping workflows, and identifying weaknesses. We will also introduce an open-source tool for safely harvesting, indexing, and organizing these leaked artifacts. The session concludes with global privacy considerations and practical defensive strategies to reduce prompt leakage and unintended chat exposure. Participants will leave with a repeatable framework for integrating PromptINT into their OSINT and security operations-and a clear understanding of how this emerging data source can significantly enhance intelligence collection, analysis, and investigative depth.




Gil Maman is the Co-Founder and CTO of Pluto Security, a next-generation AI security platform built to protect the rapidly emerging ecosystem of AI builders.
Read more about Gil Maman

Yotam Perkal leads security research at Pluto Security, a next-generation AI security and governance platform designed to protect the rapidly emerging ecosystem of AI builders, low-code/no-code tools, and agentic applications.
Read more about Yotam Perkal