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1:39:51ENAfter the Inflection Point: Simon Willison on Agentic Engineering, Dark Factories and the Coming AI Challenger DisasterModeration: Lenny RachitskyDjango co-creator Simon Willison explains what changed in November 2025, how he works with coding agents, and why prompt injection remains the field's biggest unsolved risk.
1:37:47ENYou Can Patch a Bug, but You Can't Patch a Brain: Why AI Guardrails FailGast: Sander Schulhoff · Moderation: Lenny RachitskyAdversarial-robustness researcher Sander Schulhoff explains why prompt injection and jailbreaks remain unsolved, why guardrail products don't deliver, and what teams can do instead.
1:32:41ENYou Can Patch a Bug but You Can't Patch a Brain: Why AI Guardrails FailModeration: Lenny RachitskyHackAPrompt's Sander Schulhoff explains why prompt injection and jailbreaking remain unsolved, why the guardrail industry is selling false comfort, and what organizations can do instead.
1:46:35ENHire Your Agents Like Employees: Claire Vo's Field Guide to Running Nine OpenClawsModeration: Lenny RachitskyClaire Vo explains how she went from losing her family calendar to OpenClaw to running a team of specialized agents across her business, podcast, course and household.








