Combine sugar, flour, baking powder, baking soda, cinnamon, and salt in a medium-sized bowl, and mix.
In a separate large bowl, add all wet ingredients: egg, vanilla, pumpkin, and oil. Mix until well combined.
Slowly add dry ingredients to the wet ingredients.
Fold in chocolate chips.
Let batter set for 20 minutes.
Preheat oven to 350°F.
Scoop heaping tablespoons of cookie dough onto a greased baking sheet.
Lightly wet the tips of your fingers to pat down the cookie batter, then carefully place 3-4 extra chocolate chips on the tops of the cookies before baking to make them look prettier.
Bake for 10 minutes (time may vary with different ovens).
Remove from the oven and let cool on a cooling rack.