1: Set up your grill, such as a Big Green Egg, for indirect grilling and heat to 350 degrees. Use a sharp knife to make a crosshatch pattern (approximately ¼ inch deep) in the surface of the ham.
2: Make the glaze: Combine the brown sugar, pineapple juice, and jerk seasoning in a saucepan. Bring to a. boil over medium-high heat; then reduce the heat to medium and cook until the glaze is thick and syrupy., 8 to 10 minutes
3: Brush and oil the grill grate. Add 3 or 4 wood chunks to the coals. Place the ham on the grate and heat for 30 minutes. Begin glazing the ham after 30 minutes, reapplying the glaze at 20-minute intervals until the ham reaches an internal temperature of 160 degrees, 2 ½ to 3 hours. Place the ham on a wire rack over a rimmed sheet pan lined with foil (for easier clean-up).
4: In the meantime, heat your grill to medium-high and brush the pineapple slices with some of the remaining glaze. Grill for 2 minutes per side. Slice the ham with a long thin knife into ¼ inch slices. Shingle on a platter along with the pineapple. Serve any remaining glaze on the side.
