01 -
Whisk together flour, baking powder, salt, cinnamon, and confectioners sugar in a medium bowl, breaking up any lumps.
02 -
Beat softened butter and granulated sugar together in a separate bowl until light and fluffy, about 2-3 minutes.
03 -
Add vanilla extract and egg to the butter mixture, beating until fully combined.
04 -
Fold the dry ingredient mixture into the wet ingredients until just combined, taking care not to overmix.
05 -
Divide the dough in half, shape each into a disk, wrap in plastic wrap, and refrigerate for at least 2 hours.
06 -
Preheat oven to 375°F.
07 -
Roll out one disk of chilled dough between two sheets of parchment paper to about ⅛-inch thickness. Cut shapes using heart-shaped cookie cutters, creating both whole and cutout cookies. Transfer to parchment-lined baking sheets, spacing cookies 1 inch apart.
08 -
Chill the baking sheets with cookies for 5 minutes before baking.
09 -
Bake for 8-10 minutes until edges are set and lightly golden. Cool on baking sheet for 2 minutes, then transfer to a wire rack.
10 -
Gently warm strawberry jam in a small saucepan over medium-low heat for about 7 minutes, stirring occasionally, until spreadable.
11 -
Once cookies are cooled, spread a generous dollop of warm jam on each whole cookie and top with a cutout cookie, pressing gently to adhere.
12 -
Dust assembled cookies with confectioners sugar for a decorative finish.