Soft and chewy cookies inspired by brown sugar Pop-Tarts, filled with a cinnamon sugar center and topped with a sweet glaze.

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Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.
In a bowl, whisk together flour, baking soda, and salt.
In a large bowl, beat butter, brown sugar, and granulated sugar until light and fluffy.
Add eggs one at a time, then mix in vanilla extract.
Gradually add the dry ingredients to the wet mixture until combined.
Fold in crushed Pop-Tarts.
Scoop a tablespoon of dough, flatten slightly, add a pinch of cinnamon sugar in the center, then top with another flattened tablespoon of dough, sealing the edges.
Place cookies on the baking sheet and bake for 10–12 minutes or until edges are lightly golden.
Cool cookies on a wire rack.
In a small bowl, whisk together powdered sugar, milk, and vanilla to make the glaze.
Drizzle glaze over cooled cookies and let set before serving.