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Their AI "boss" appears to be pathologically chill and worker-friendly. Has never denied a request for a day off.

This just reinforces what I've always thought. I'm not worried about robot overlords, I'm worried about what our meatbag overlords will do with AI.

Why is that a pathology?

I reckon they used "pathologically" as a synonym for "compulsively" and/or "extreme"

i took it as sarcasm in that todays authoritarian type bosses would see 'chill' as pathological ?