Basically a rich guy underpaid and thus exploited the labor of a devoted yet misguided female employee.

A female employee fails to self-advocate and gives executive-level assistant labor for assistant-level labor pay to a wealthy employer who then exploited the situation. Perhaps she was compensated in perks and wanted the cash instead. Who knows.

What the does “cockiness” have to do with this?

This must be aimed for men because any advice for women through a gender-neutral lens is coming from a position of unexamined privilege and power to navigate and play these negotiation games because women are penalized when they ask for a raise.