Gather the ingredients for your pulled pork, and pre-heat the oven to 275℉.
On a cutting board designated for meat, trim the excess fat from the bottom side of your pork shoulder. You just want to remove the thicker layers, not the marbling.
Measure out your spices, then rub the pork generously, covering all sides with the seasoning blend.
In a large Dutch oven over medium high heat, add 2-3 tablespoons of olive oil. Once the pan and the oil are hot, carefully add the pork and sear on all sides (front, back, ends, sides) for about 8 minutes per side. Note: If you have a pair of meat claws, this is helpful here to rotate the pork. If not, you can use a pair of tongs, or two forks). In the meantime, prepare the pineapple and jalapeño. On a produce-designated cutting board (not the one used to trim the pork), cut the crown and the bottom of the pineapple- this will create a stable surface for which to cut up the pineapple. Using a Chef Knife, trim the outer skin of the pineapple as closely to the edge as you can without cutting away too much of the fruit. From here, cut the pineapple in half vertically, and again, so that you have 4 tall sections. With the pineapple slice cut-side down against the board, cut away the inner core (discard). Slice the remaining length of pineapple into 2 or 3 strips and then chop up each piece into small wedges. Slice the jalapeños into rings, keeping the seeds. Once the pork has been seared on all sides, remove from the pot and set aside. Scrape up the browned bits in the bottom of the pot using a wooden spoon, then add chicken bone broth (or stock), bringing to a light simmer.
To the stock, add pineapple wedges, sliced jalapeño, the sprigs of cilantro, and the peeled garlic, and the pineapple juice.
Carefully place the seared pork back into the pot, cover, and place in the preheated oven to braise for 4 hours.