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In a medium bowl, whisk together the all-purpose flour, baking soda, and salt. Set aside.

In the bowl of a stand mixer fitted with the paddle attachment, cream together the softened unsalted butter, granulated sugar, and light brown sugar on medium speed until light and fluffy, about 2-3 minutes.

Add the large egg and vanilla extract to the creamed butter mixture. Beat on medium speed until well combined, scraping down the sides of the bowl as needed.

Gradually add the dry ingredients from Step 1 to the wet ingredients, mixing on low speed until just combined and no streaks of flour remain. Be careful not to overmix the dough.

In a small bowl, prepare the cinnamon filling by whisking together the melted unsalted butter, light brown sugar, and ground cinnamon until smooth.

Lightly flour a clean work surface and a rolling pin. Transfer the cookie dough onto the floured surface and roll it out into a large rectangle, approximately 1/4 inch thick and about 12x18 inches in size.

Evenly spread the cinnamon filling over the entire surface of the rolled-out cookie dough, leaving a small border (about 1/2 inch) on one of the longer edges.

Starting from the long edge opposite the border, carefully roll the dough tightly into a log. Once rolled, gently pinch the seam to seal it.

Using a sharp knife, slice the dough log into 1/2-inch thick rounds. You should get approximately 24-30 cookies.

Place the unbaked cinnamon bun cookies in an airtight container, separating layers with parchment paper. Refrigerate for at least 2 hours, or preferably for 1-2 days, to allow the flavors to meld and the dough to firm up.

When ready to bake, preheat your oven to 350°F. Line baking sheets with parchment paper.

Arrange the chilled cookies on the prepared baking sheets, leaving about 2 inches between each cookie. Bake for 12-15 minutes, or until the edges are lightly golden and the centers are just set.

Remove the cookies from the oven and let them cool on the baking sheets for 5 minutes before transferring them to a wire rack to cool completely.


In a medium bowl, whisk together the all-purpose flour, baking soda, and salt. Set aside.

In the bowl of a stand mixer fitted with the paddle attachment, cream together the softened unsalted butter, granulated sugar, and light brown sugar on medium speed until light and fluffy, about 2-3 minutes.

Add the large egg and vanilla extract to the creamed butter mixture. Beat on medium speed until well combined, scraping down the sides of the bowl as needed.

Gradually add the dry ingredients from Step 1 to the wet ingredients, mixing on low speed until just combined and no streaks of flour remain. Be careful not to overmix the dough.

In a small bowl, prepare the cinnamon filling by whisking together the melted unsalted butter, light brown sugar, and ground cinnamon until smooth.

Lightly flour a clean work surface and a rolling pin. Transfer the cookie dough onto the floured surface and roll it out into a large rectangle, approximately 1/4 inch thick and about 12x18 inches in size.

Evenly spread the cinnamon filling over the entire surface of the rolled-out cookie dough, leaving a small border (about 1/2 inch) on one of the longer edges.

Starting from the long edge opposite the border, carefully roll the dough tightly into a log. Once rolled, gently pinch the seam to seal it.

Using a sharp knife, slice the dough log into 1/2-inch thick rounds. You should get approximately 24-30 cookies.

Place the unbaked cinnamon bun cookies in an airtight container, separating layers with parchment paper. Refrigerate for at least 2 hours, or preferably for 1-2 days, to allow the flavors to meld and the dough to firm up.

When ready to bake, preheat your oven to 350°F. Line baking sheets with parchment paper.

Arrange the chilled cookies on the prepared baking sheets, leaving about 2 inches between each cookie. Bake for 12-15 minutes, or until the edges are lightly golden and the centers are just set.

Remove the cookies from the oven and let them cool on the baking sheets for 5 minutes before transferring them to a wire rack to cool completely.
