Add room temperature butter, sugar, and eggs to a large mixing bowl. Mix with an electric mixer until smooth. It takes about 60 seconds.
Add vanilla and pumpkin purée. Stir together. If it has little "flecks" of butter in it, that's totally fine. Put that to the side.
In a separate bowl, add the flour, baking powder, salt and pumpkin pie spice. Stir once or twice with a spoon until all mixed together.
Take your butter, egg, sugar mixture and pour it into the bowl with the flour. Stir together. It'll start to become like a dough.
Finally, add the chocolate chips and stir them in.
Place small scoops of the pumpkin cookie dough onto a parchment paper-lined cookie sheet. No need to press down but shape them if you care how round they are. They will spread slightly once baked.
You'll get about 18-20 small cookies.
Bake at 350 degrees F for ~12 minutes. Let them cool (if you can.) Sometimes I'lll eat them right out of the oven = HOT and YUM.