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The Art of Keeping Things Running: Stewart Brand on Maintenance

I recently spent time with two different deep dives into the mind of Stewart Brand, an iconoclast who has spent decades shaping how we think about systems, technology, and the future. He’s currently out discussing his latest book, The Maintenance of Everything, and the timing couldn’t be better. I listened to two distinct conversations back-to-back: EconTalk with Russ Roberts The Reason Interview with Nick Gillespie Two Different Vibes While both covered the core themes of the book, the experiences were quite different.

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Beyond Automation: Why Incident Command is the Next Big Shift in IT

The rise of LLMs and the recent insights from Anthropic regarding systems like Mythos and Glasswing suggest we are entering a new phase of technical operations. It’s no longer just about automation; it’s about the massive expansion of the attack surface and the complexity of “vibe-coded” enterprise applications. While there is plenty of talk about AI replacing roles, the reality on the ground feels different. As AI-driven system hacking becomes more sophisticated, the demand for high-level Incident Command and Cybersecurity Response is likely to spike.

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