For me the "oh shit" moment is when I realized that otherwise sane professionals, frequently in positions of authority, insist on taking these tools seriously. Zero thought put into any of the implications around unchecked anthropomorphism, security issues, employee knowledge retention, liability and other legal concerns, etc.

As an aside, i read this, gave you an upvote and then went to check your submission history and saw that I’d kick your rep over to 2222. Congrats!