Preheat your oven to 350°F and line two baking sheets with parchment paper. While the oven heats, coarsely crush the pretzels into bite-sized pieces—you want some texture, not fine crumbs, so a quick pulse or hand-crushing works better than grinding. Set the crushed pretzels aside in a small bowl.
In a medium bowl, whisk together the cocoa powder, baking powder, and crushed pretzels until evenly combined. This ensures the leavening agent and cocoa are distributed uniformly throughout, which prevents dense pockets in your cookies. Set this dry mixture aside.
In a large bowl, whisk together the granulated sugar, canola oil, room-temperature eggs, and vanilla extract for about 30 seconds until the mixture is well combined and slightly lightened. Room-temperature eggs emulsify better with the oil, creating a more cohesive dough. Don't overmix at this stage—just ensure everything is blended.
Add the dry ingredient mixture from Step 2 to the wet mixture from Step 3, stirring until just combined—the dough should come together but won't be completely smooth. I like to chill the dough for at least 2 hours; it makes the cookies easier to shape and prevents excessive spreading. Cover the bowl with plastic wrap and refrigerate until the dough is firm enough to scoop into balls.
Remove the dough from the refrigerator and scoop it into 60 small balls (about 1 inch each). Working quickly with slightly damp hands helps prevent sticking. Pour the powdered sugar into a shallow bowl and roll each dough ball in it until fully coated. For the best appearance, I roll the cookies a second time in fresh powdered sugar right before baking—this creates those beautiful cracks that give these cookies their signature crinkled look.
Place the sugar-coated balls 2 inches apart on your prepared baking sheets and bake for 13 to 15 minutes, until the tops are cracked but the centers still feel slightly soft when gently pressed—this is the sweet spot for a chewy center with a set exterior. Let the cookies cool on the baking sheets for 2 minutes, then transfer them to wire racks to cool completely for another 15 to 20 minutes. They'll continue to set as they cool, developing that perfect texture.