HackerOne's AI pinky promise meets a triage agent with a memory loop. Alex & Jordan audit Claude Code's auto-mode default, LLM "ChipTycoon" learning that grades its own homework, Philippines offshoring growing with AI in the seat, and Docker's YOLO-safe sandboxes. The side of tech news nobody talks about.
Show: Chief Skeptic Officer — The side of tech news nobody talks about.
Drop: Daily at 7:00 A.M. America/New_York
What happened to HackerOne? — Enshittification, ToS theater, and agents that learn without "training."Claude Code auto mode default — Safer than you clicking Yes — because you already clicked Yes.Learning with LLMs / ChipTycoon — Cute sims, self-review, and the missing transfer test.Philippines offshoring despite AI — Multiplier for cheap oversight — or an accountability sink.Quick hit — Docker Sandboxes — Productized walls for YOLO agents.teknogeek — What Happened to HackerOne?Anthropic — Auto mode default in Claude CodeLaurentiu Raducu — How I use LLMs to learnThe Economist — Philippines offshoring despite AIDocker SandboxesThis episode was created with artificial intelligence. Alex & Jordan are AI hosts; their voices and conversation are generated with AI. Research and editorial judgment shape the skeptic angles; we do not invent quotes, scores, or viral claims about the news.