01 - Preheat oven to 350°F. Line two baking sheets with parchment paper.
02 - In a medium bowl, whisk together all-purpose flour, baking powder, and salt.
03 - In a large mixing bowl, blend softened butter, granulated sugar, and brown sugar until light and fluffy. Add egg and vanilla extract, beating until thoroughly incorporated.
04 - Gradually add the dry mixture to the creamed ingredients, mixing just until combined.
05 - In a separate bowl, beat cream cheese, powdered sugar, and vanilla extract until smooth and creamy.
06 - In a small bowl, stir together melted butter, brown sugar, and ground cinnamon until fully blended.
07 - Scoop 1 tablespoon of dough and flatten into a disk. Place 1 teaspoon of cheesecake mixture in the center. Top with another tablespoon of dough, seal the edges, and shape into a ball.
08 - Arrange dough balls on prepared baking sheets, spacing 2 inches apart. Create a small indent in each ball with your thumb.
09 - Drizzle approximately 1/2 teaspoon cinnamon sugar swirl into the indentation of each cookie.
10 - Bake for 11 to 13 minutes, until edges are golden. Allow cookies to cool on the baking sheet for 5 minutes, then transfer to a cooling rack.
11 - For optional glaze, whisk powdered sugar, milk, and vanilla extract until smooth. Drizzle over cooled cookies if desired.