Oops!

Bottomed out
Considering how thick pumpkins are, your hole saw probably will bottom out before you get all the way through.
Don't panic!
Half-drilled mouth
You'll have something that looks like this -- complete with spatter.
Note that quick hand movements are critical at this juncture.

Also note how all your nice tools that you left sitting next to the pumpkin are now covered with slimy pumpkin guts.

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