Loss is only funny with the context of what an enormous shithead Buckley was online for years prior; it was the juxtaposition of sanctimony in the comic against his awful miscreant behavior that makes it laughable to begin with.
If you weren’t around and involved in the scene to see the kind of person Buckley was when loss was released, then you’re just laughing at an echo of a joke.
My favorite CAD related meme is still B^U personally.