Preheat the oven to 350°F and line a baking sheet with parchment paper.
In a large bowl, use an electric hand mixer on medium speed to cream the butter with ½ cup powdered sugar until light and fluffy.
Add the cocoa powder and vanilla and continue mixing until smooth and silky.
Turn the mixer to low speed and add the flour, salt, and chocolate chips while the mixer is running.
Roll out tablespoonfuls of dough into balls. A small cookie scoop may be helpful.
Place dough balls on the prepared baking sheet and bake in the preheated oven for 10-12 minutes, or until the bottoms are just slightly darker and the tops have lost their shininess.
Transfer cookies to a cooling rack and allow to cool for 15 minutes.
Roll warm cookies in remaining 1 cup powdered sugar and allow to finish cooling, then repeat this step again for extra “snowy” finish.
Notes
Mix the flour in until it is just incorporated—overmixing will make the cookies flat!
If the dough feels super soft and sticky, stick the bowl in the fridge for 15-30 minutes before rolling out your cookie balls.
You must wait for the cookies to cool a bit before the first roll in powdered sugar, or the sugar will melt right off.