Preheat the oven to 350°
Line three cookie sheets with parchment paper
In a stand mixer with the paddle attached mix the butter, brown sugar, granulated sugar, egg and vanilla until creamy and smooth.
In a separate bowl whisk together the flour, baking soda, salt and cinnamon
Add to the butter mixture in thirds, mixing just until combined.
Use a medium cookie scoop or measure out 1 1/2 TBS of dough and roll into balls. Place the balls 2" apart on the prepared cookie sheets.
Press down in the center to create a well for the apple filling.
Be sure there are no cracks or holes in the bottom or sides.
Add about 1 tsp of filling to each well
Bake in the preheated oven for 10 - 12 minutes until the cookies are baked in the center and slightly browned on the edges.
Remove to a wire rack to let cool