Step 1

Measure out 16 oz of bourbon in a large measuring glass. Add 8 dashes of bitters to the bourbon and whisk together. Pour bourbon into a large glass clip-top carafe or pitcher.

Step 2

Add 3 tbsp of brown sugar simple syrup to the bourbon and either whisk the mixture together or place the top on the carafe tightly and shake until combined.

Step 3

Place batch into the refrigerator or freezer until very cold.

Step 4

Pour out 2-2.5 oz of the mixture into a low-ball glass. Add one large ice cube or a couple small cubes.

Step 5

Garnish with a cinnamon stick or a few amaro-soaked cherries.