Workplace misery, ha ha.

Dilbert

Lots of people don't think Dilbert jokes are funny.  I don't either.  He creates an imaginary world of a workplace where everyone is worthless except Dilbert, the character in the red shirt.

What is supposedly funny about this joke is that there is someone at a conference table who responds to Dilbert by using very bad analogies.   He picks familiar ones like "closing the barn door after the horse gets out" which makes sense some of the time but not in this case.  There is some humor in the idea of a person who criticizes other ideas by labeling them with irrelevant sayings.

And he keeps doing it in frame after frame.  The point of the whole Dilbert cartoon series is how frustrating it is to be around people who do stupid things and and persist in it.

It is all right if you don't think it is funny.  This is a good example of a not very funny one.   But what humor there is, such as it is, is found in this explanation.

Don't laugh too hard.