This page from the October 1948 issue of Popular Mechanics, shows some old school typewriter art, also known as ASCII design. These hat-wearing owls don't have any particular meaning, but they are fun.
ASCII design is any image or artwork made out of the letters, symbols, or numbers contained in the American Standard Code for Information Interchange (ASCII), which is basically every symbol you can make using your keyboard. The bunny sign, which we wrote about in September, is an ASCII design because it is made only with keyboard symbols.
If you want more modern ASCII owls here are two: