Add 3 parts of Sailor Jerry & pineapple juice to a large stock pot. Add peppercorns and cloves. Bring to a boil. Let boil for 3-5 minutes.
Reduce heat to a simmer. Add brown sugar and salt. Whisk until sugar is dissolved. Add ham to pot and add enough water to cover the ham. Let simmer for 25 minutes or until ham is warmed through.
Turn off heat. Add remaining ½ part of Sailor Jerry and let sit in liquid for 10 additional minutes. Remove ham from pot, top with pineapple slides and cherry and serve. Use reserved liquid to pour on top of slices.