Silhouette is a powerful technique for testing the integrity of your image. If you can "read" the silhouette, your drawing should have decent composition. Thanks to digital paint functions in programs like Photoshop, creating silhouettes is easy and fast.
Even so, this silhouette took a long time for me to complete. I am not making this into a finished drawing, but I am planning on leaving it as a silhouette (or "mask" in Photoshop terminology). I spent a lot of time tweaking the proportions and details to make this look more cartoony. I figure I am here being influenced by Mark Christiansen's animation homage in the classic LucasArts western videogame "Outlaws" (1997).