Preheat your oven to 350°F and grease two cookie sheets or line them with parchment paper.
In a large bowl, use a hand mixer on low speed to combine butter and ½ cup confectioners' sugar until light and fluffy. Stir in the vanilla extract.
In a separate bowl, whisk together the flour, salt, and ½ teaspoon cinnamon. Gradually add the flour mixture to the creamed butter mixture, mixing until a stiff, slightly crumbly dough forms.
Roll the cookie dough into 1-inch balls and set them aside.
In a small bowl, combine the remaining ½ cup confectioners' sugar and ½ teaspoon cinnamon. Roll each dough ball in the cinnamon-sugar mixture, coating thoroughly. Arrange the cookies onto each prepared baking sheet, spacing each ball of dough about 2 inches apart.
Bake for 15-20 minutes, or until the edges are lightly golden. Remove from the oven and transfer the cookies to a wire rack to cool.