Hey Skippy! | Episode 60
About this episode
This episode discusses the development and features of 'Skippy', an AI-powered personal assistant for cybersecurity workflows.
This episode takes a break from the usual AI security news roundup for a show-and-tell discussion centered on "Skippy," an AI-powered personal assistant built to automate cybersecurity workflows. The conversation covers how the project evolved from an OpenClaw experiment into a system that tracks AI and cybersecurity news, generates daily intelligence briefs, documents its own code, recommends training updates, assists with content creation, and performs automated vulnerability research. The hosts also discuss practical AI workflows, prompt engineering, model selection, and lessons learned from integrating LLMs into day-to-day security operations. Key Concepts and Topics * The origin and evolution of the "Skippy" AI assistant * Building an AI agent with OpenClaw and Telegram * Automating AI and cybersecurity news aggregation * Daily intelligence briefs and trend analysis * Self-documenting AI-assisted software development * Personalizing AI behavior with custom instructions * AI-assisted content creation and documentation * Identifying training and course update opportunities * Automated vulnerability research against open-source projects * Comparing open and commercial LLMs for…
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