• Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper.
• In a large mixing bowl, cream together the softened butter and sugar until light and fluffy.
• Add the egg and vanilla extract, mixing well.
• In a separate bowl, whisk together the flour, baking powder, and salt.
• Gradually add the dry ingredients to the wet ingredients, mixing until just combined.
• Scoop tablespoon-sized portions of dough onto the prepared baking sheets, leaving space between each.
• Create an indentation in the center of each cookie using your thumb or the back of a spoon.
• Spoon a small amount of cherry pie filling into the indentation of each cookie.
• Bake for 12-15 minutes or until the edges are lightly golden. Keep an eye on them to prevent over-baking.
• Allow the cookies to cool on the baking sheets for a few minutes before transferring them to a wire rack to cool completely.

For the Glaze

• In a small bowl, whisk together powdered sugar, milk, and vanilla extract until smooth.
• Drizzle the glaze over the cooled cookies.