Taking a paper mache pumpkin, I used the Rotary Precision Tool to drill several contiguous holes in the pumpkin - long enough to get the Jigsaw blade inside the pumpkin.
The Jigsaw cut the pumpkin without issue.
Since I had raggedy edges, I used the Delta Sander to sand down the edges.
I ran a bead of adhesive around the edge of the pumpkin and placed a pleated strip of burlap. I used paper clips to hold the burlap in place until the glue dried.
While waiting for the glue to dry, I used the Hot Wire Cutter to cut a circle from Smoothfoam that would be placed in the bottom of the pumpkin.