Step 1: Step 1: Draw your pattern
Once the pattern is drawn, you then have to chose whatb will stay and what will go. To get detailed pumpkins like this one you have to utilize different carving depths. I usually use a 4 depth system:
1 Pumpkin that will be left in completely, skin and all (Black)
2 Just the skin removed (Grey)
3 Skin plus some flesh removed Light grey (White)
4 All skin and flesh removed (yellow)
In the uploaded picture you can sort of make out my legend. The only backward thing is in the final pattern... the webbing is grey and his suit is white... it should be the other way around but for ease of drawing the pattern, i switched it.
Step 2: Step 2: Tape the pattern to the pumpkin
You can see a large cut in the right side of the pattern. The more cuts and folds made in the non-essential parts of the pattern the smoother the main image will be.