It tries a tad to hard to be hilarious and is obnoxious in that way but overall the whole short film does lean into the major system level difference between W1ndows and macOS. It also shows how someone might actually solve the problem by quickly switching to macOS. They cleverly plug the Mac Mini as a gateway device for this. Which it actually in reality often is.
It pushes the diversity shtick/fad a little hard (the masOS geek that saves the day is a women - because of course _she_ is), but she is exaggerated in a plausible way. And they lean into the geek speaking vs. ords listening dichotomy rather than anything boss-baby. At least. All protagonists and situations are goofy enough as to provoke some laughs.
As a European I did notice how nearly all protagonists were (notably) overweight. I guess that's an accurate representation of the US population.
The 8-minute add is quite neat for such a thing and not a CWOT. Which is good enough I'd say.