Preheat your oven to 375°F. This is an essential step to ensure your cookies bake properly. A hot oven creates the perfect environment for the cookies to rise and develop that lovely crinkle.
Line a baking sheet with pre-cut parchment paper. This makes for easy cleanup and prevents the cookies from sticking to the pan. If you don’t have parchment paper, you could lightly grease the pan as an alternative.
In the bowl of your stand mixer fitted with the paddle attachment, or in a large bowl with a hand mixer, combine the cake mix, pudding mix, eggs, oil, and vanilla extract. Mix until everything is well blended; the dough will be quite thick and slightly sticky.
Place the confectioners’ sugar into a medium bowl. This will be used for rolling your cookie dough balls. Make sure it’s enough to coat the cookies generously.
Using a medium cookie scoop (about 1½ tablespoons), drop balls of dough into the bowl with confectioners’ sugar. The dough will indeed be sticky, so you may want to use your hands to help roll them in the sugar until they’re fully coated.
Gently form the dough into a ball by rolling it lightly between your palms. This ensures that the dough holds its shape during baking and creates that delicious crinkle effect on the surface.
Place the dough balls on the prepared baking pan, leaving about two inches of space between each cookie. This allows them to spread without sticking together.
Bake in the preheated oven for 7 to 9 minutes. Keep an eye on them; they should be set at the bottom but may still look slightly undercooked in the middle. This is the key to achieving that soft, chewy texture!
Once baked, allow the cookies to cool on the pan for 5 minutes before transferring them to a wire rack. This resting time helps them firm up and makes them easier to handle.