I'm trying to create dotted lines that are actually circles and not square shaped dots (the given option in the outline menu). Is the best/only way to do this by creating a new Artistic Media Brush? It seems like there should be an easier option when needing to create a long dotted line or a shape with a dotted outline.
You could use the Transformation Docker. Draw a dot and use the Rotate (Alt + F8) feature. It is a circle but not fillable per se.