No, it depends on if you have humor. Yes, humor is individual, I know. But people without tend to over analyze and try to pick the joke apart, often missing the point.

A joke doesn't have to pass every technicality. You thinking it's bad if it doesn't, only applies to your humor (or lack there of).

Any maths joke of this type will have obvious holes in it, that's just how maths works

Well the text in the image of the "definition" of a square is clearly tailored to fit this joke, thats why the logic of what a square actually is doesn't apply. Its like telling Diogenes that his chicken is not technically a human because it doesn't have two hands and a nose.