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.

Hosts: Alex & Jordan

Show: Chief Skeptic Officer — The side of tech news nobody talks about.

Drop: Daily at 7:00 A.M. America/New_York

Episode date: 2026-08-10

In this episode

• 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 off ...