If you haven't already, preheat your oven to 350°F/175°C while the cookie dough chills, and line two large cookie sheets with parchment paper or silicon mats.
Remove the cookie dough and cheesecake dollops from the fridge and freezer.
Flatten the cookie dough balls in the palm of your hand and place the cheesecake filling in the center. If you have warm hands, flatten the cookie dough between two sheets of parchment paper.
Place a dollop of cheesecake in the center and wrap the overhanging cookie dough around the filling, doing your best to fully cover it. If there is a little bit of cheesecake filling peeking through, don't worry! Just make sure that part is the bottom of the cookie when you bake them. They'll still bake up just fine! If you notice the cookie dough or cheesecake filling is getting too soft to handle, pop the dough in the fridge and the cheesecake filling in the freezer to make it easier to handle.
Toss each cookie in the cinnamon sugar until it's fully coated. You'll end up having a bit of cinnamon sugar left over. I like to sprinkle mine over buttered toast to make cinnamon toast.
Place the cookie dough balls on the lined baking sheets, spacing them about 3 inches apart. Flatten them a bit with your fingers by gently pressing down on top of each cookie.
Bake for 16-19 minutes, or until the cookies have set on the outside. Place them on a wire rack to cool.