The first thing I made was the stool, then I worked my way up the body.
Being a puppet i decided to follow the natural disparate parts to make the head.
Here I realized that what makes a ventriloquis dummy's face unique were the lines separating the chin and lower lip piece from the rest of the head. In the earlier version above it looked more like a doll's head. I recut and extended the black.
The whites of the eyes were cut out first and glued to a black piece of paper. I then cut around those to make the "mascara" look.
Here I decided to lose the stool. I was thinking the ventriloquist could be holding up the dummy up in the air. I still hadn't quite figured out the positioning of the ventriloquist or how I was going to add him.
The answer for the ventriloquist was photoshop. Once that became clear the stool came back and I scanned the finished dummy into a file.
Logos for the various news agencies were added as buttons in photoshop.