Apparently, a member of the Homestarmy is a good painter. The popcorn-bowl helmet that Painting of a Guy with a Big Knife is wearing is actually painted into the drawing. -Lord Karkon

Probably Strong Sad.

In the Strong Bad Email CGNU, they said that you have to take an art test to get into Crazy Go Nuts University and you had to draw a picture of that guy with the big knife. The art test was only so they could make fun of you.