Preheat your oven to 350°F. Line a baking sheet with parchment paper. Set it aside.
In a bowl, cream together the softened butter and sugars. Add in the egg yolk, vanilla extract, and milk, and mix to combine. Add the flour, baking powder, salt, and cinnamon. Mix until combined and the dough forms.
Roll the cookie dough into one large bowl and place on the center of the prepared baking sheet.
To make the crumble, add all of the crumb ingredients to a bowl. Use a fork to mix everything together until the mixture is combined and you have big chunks of topping.
Carefully press the chunks of crumble topping to the top and sides of the cookie. Pop in the oven and bake for 18-20 minutes.
Once baked, allow the cookie to cool for a few minutes, then transfer it to a cooling rack. Enjoy warm or cool it completely. Sprinkle with powdered sugar, if desired.