The blocky white outline on everything in your example I’d say is a technical issue (common with beginners) not one that others who have used a digital art program would likely consider a stylistic choice. Home Movies is imperfect and minimalist, but it is well-presented… and even season 2 is much smoother due to the switch to Flash, which may be part of it.
Weird stuff was either successful because the good outweighed the bad (the really bad stuff gets lost to time)… or because seemingly-bad choices were deliberate, had technical benefits, and were skillfully done.
In other words, there’s a big difference between something being “experimental” and it being early practice.
Though I will say sometimes style/proportions just bother people especially when common, see the hate for cal-arts memes.
My more immediate thought is that most people couldn’t even get within 100 miles, and this says nothing of training/planning etc. “why doesn’t somebody do something” is probably just wish fulfillment by others who feel powerless to do anything about it.