Stir all ingredients with ice until just chilled then strain into a double rocks glass over a large cube of ice.
Roasted Pineapple Syrup:
Slice 1 Pineapple into 1” chunks. Spread on a baking pan and roast at 400 degrees for 30 minutes until deep yellow and brown spots are starting to appear. Transfer pineapple to a pot and add 2.5 cups of sugar and 1 cup of water. Bring to a boil, cover and simmer for 10 minutes. Strain syrup and keep refrigerated in an airtight container for up to 1 week.
Featured Spirit: First Run Rum