Overbyte, what's being talked about is pretty much entirely in the reality of the game world, and not at all 'GM teaching Player lesson'. Spinrad has better things to do than 'teach a crappy bodyguard a lesson', like make another million dollars, or go skiing in the Alps with the simstar he's gonna bang tonight. He's Tony Stark; or if you like, Elon Musk. Teaching some schlep 'a lesson' is very, very, very low on his to-do list.
The question really is 'what level of screwed' do you want your player's character to be? Embarrassed? Humiliated? Out of (good) work? In serious damage/pain? Poor? Totally burned?