Get Ready: Line two baking sheets with parchment paper or silicone mats.
Cream It: In a large bowl, beat the softened butter with the powdered sweetener until it's light and fluffy. Stir in the espresso powder and vanilla extract.
Mix Dry: Add the almond flour, optional ground coffee, xanthan gum, and salt. Beat gently until a soft dough forms.
Roll & Cut: Lightly dust a clean surface with a little extra almond flour. Roll out the dough to about 1/4-inch thickness. Use your favorite cookie cutters to create shapes (you'll get about 30 two-inch cookies).
Chill Time: Carefully transfer the cut cookies to your prepared baking sheets, leaving about an inch between them. Gather and re-roll any scraps to make more cookies. Freeze the baking sheets with cookies for at least 1 hour.
Preheat & Bake: Preheat your oven to 300°F (150°C). Bake the frozen cookies for 20-25 minutes until lightly golden at the edges.
Crisp Up: Turn off the oven, remove the cookies for 10 minutes, then return them to the warm, turned-off oven until they are completely cool and crisp. (You can prop the oven door slightly open if your oven retains a lot of heat).
Melt Chocolate: For the dip, create a double boiler by placing a heatproof bowl over a pan of barely simmering water. Melt the sugar-free dark chocolate chips with half of the cocoa butter (or coconut oil), stirring until smooth. In a separate bowl, repeat this for the sugar-free white chocolate chips and the remaining cocoa butter.
Dip & Chill: Dip each cooled cookie halfway into the melted chocolate. Place them on a sheet lined with wax paper. If you like, sprinkle a tiny bit of ground coffee on the dark chocolate ones. Repeat with the white chocolate.
Set: Pop the cookies into the refrigerator until the chocolate is fully set. Enjoy your delicious, healthy treat!