Cuban Sandwiches

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  • Total: 33 min
  • Prep: 8 min
  • Cook: 25 min
  • Yield: 4 main-course servings.
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Ingredients

Two 15-inch-long soft French or Italian bread loaves

1/4 cup yellow mustard

4 ounces thinly sliced boiled ham

8 lengthwise slices dill pickle (from about 2 pickles)

2 cups pulled SLOW-ROASTED PORK, recipe follows

4 ounces thinly sliced Swiss cheese

2 tablespoons unsalted butter

SLOW-ROASTED PORK SHOULDER

2 heaping tablespoons black peppercorns

25 cloves garlic, (about 2 heads) peeled

10 whole cloves

3/4 cup vegetable oil

1 bone-in pork shoulder, (about 7 pounds)

Kosher salt, as needed

White distilled vinegar, as needed

Directions

  1. Slice off about 1-inch from the ends of the bread loaves and discard or save for breadcrumbs. Cut each loaf in half to make 4 rectangular loaves. Split each loaf in half lengthwise. Spread the inside of the bread with 1/2-tablespoon mustard. On each of the bottom halves of bread layer 1/4 of the ham, pickle slices cut to fit evenly on top of the meat, 1/4 of the pork, and top with 1/4 of the cheese. Cover with the top halves of bread and, using your hands, press the sandwiches together. 
  2. Place a baking sheet in the oven and preheat to 250 degrees F. Melt 1 tablespoon butter in a large cast-iron skillet over medium-low heat. Place 2 sandwiches in the skillet and top with another cast-iron skillet to weigh them down. Turn the sandwiches and weigh them down again. Cook the sandwiches until golden brown and hot, about 6 minutes per side. Transfer to the oven to keep warm. Repeat with the remaining sandwiches and butter. Cut the sandwiches in half crosswise and serve immediately.

SLOW-ROASTED PORK SHOULDER

  1. Preheat the oven to 275 degrees F. 
  2. In a food processor, combine the peppercorns, garlic, and cloves and puree. While the motor is running, drizzle in the oil until a paste is formed. Using a rubber spatula, scrap the garlic paste into a small bowl. 
  3. Place the pork butt on a work surface and season all over generously with salt. Rub all over with the garlic paste. Place in an oven-safe roasting bag and close with a twist tie. Place in a large roasting pan, and cook until tender, about 5 hours.