Place cooled brewed coffee in the refrigerator overnight.
Divide half-n-half in 8 ice cube tray slots (2 tablespoons each), and freeze overnight.
Place 1 cup coffee, half-n-half ice cubes, the chocolate syrup, and sweetened condensed milk in a blender. Blend until smooth and frothy.
Pour into a tall glass, top with whipped cream and shaved chocolate.
Drink immediately and enjoy!
