Those women presumably thought he was funny, which is a positive quality not shared by tech bros.
DoofusAscendant
Writing out of your ass (complimentary)
This looks like satire
My boss is Canadian and does the same thing, minus the deadline:
"It would be nice if X...."
"So do you want me to do X?"
"Let's circle back later and see if we have time."
Later:
"Hey, why isn't X done?"

Looks like we have the founding subscribers to c/thalassophobia
We live in a universe that is full of invisible places where if you fall in you cannot escape and time dilation means that you'll witness the entire rest of the universe's lifespan as you get yanked into an infinitely thin strand of spaghetti, and that feels spookier than a dude with an octopus for a face that makes you go crazy if you look at him or a guy who wears glasses over a bedsheet and stabs you.
For the truly neurospicy connoisseur
The Dollop just did a couple of episodes on how LA mayor Karen Bass started out as a community organizer who accomplished some great things, and then got into politics and spent a couple of terms in the house and came out the other side as a creature of the establishment. If you show up with morals, they make sure you toss them out.
US intelligence officials baffled that politician who isn't a venal sex pest was somehow allowed to hold power.
She quarks on my gluons til I plasma

Spoken with the clarity and eloquence of a true visionary.