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Pimento Grilled Cheese

Pimento grilled cheese with bourbon bacon jam.
Prep Time12 mins
Cook Time3 mins
Course: Lunch
Cuisine: American
Keyword: grilled cheese, pimento cheese
Servings: 4 sandwiches
Author: Molly


  • For the Pimento Cheese:
  • 1-8 ounce package of cream cheese softened
  • 1 1/2 cups extra sharp cheddar cheese grated
  • 1 cup sharp cheddar cheese grated
  • 1/2 cup mayonnaise
  • 1 teaspoon red wine vinegar
  • 1-6 ounce jar pimiento chilis chopped
  • 1/2 teaspoon onion powder
  • 1/2 teaspoon garlic powder
  • 1/2 teaspoon paprika
  • 1 teaspoon hot sauce
  • For the Bourbon Bacon Jam:
  • 1 pound bacon
  • 2 tablespoons olive oil
  • 2 shallots chopped
  • 1 cup sweet onion chopped
  • 4 cloves garlic finely chopped
  • 1 teaspoon chili powder
  • 1/2 teaspoon paprika
  • 1/2 cup bourbon
  • 1/2 cup maple syrup
  • 1/4 cup balsamic vinegar
  • 1/2 cup brown sugar
  • For the sandwich:
  • Ciabatta bread
  • Butter


  • For the Pimento Cheese:
  • With an electric mixer, beat all ingredients until creamy and well combined.
  • For the Bourbon Bacon Jam:
  • Preheat oven to 400 degrees and lay bacon on foil-lined baking sheet. Bake for 13-15 minutes, until it's starts to get crispy. Let cool on paper towel and chop into bite size pieces.
  • Cut your onion by hand or pulse in a food processor.
  • In a medium saucepan, heat two tablespoons of olive oil. Add shallot and onion to the pan and cook on medium heat until it starts to caramelize. Add the garlic and cook for one more minute.
  • Add the chili powder and paprika and stir until combined.
  • Increase heat to high and add the bourbon and maple syrup. Bring to a boil and stir for about 3 minutes.
  • Add the vinegar and brown sugar and continue to boil for 3 more minutes.
  • Add the bacon, reduce heat to low and simmer fro 30-45 minutes. The mixture will thicken and look like jam in the process.
  • Transfer to jars or a container and store in the refrigerator.
  • For the sandwich:
  • Heat a pan to medium heat.
  • Slather one side of the bread with a generous helping of cheese and do the same on the other side with the jam.
  • Place them together and slather the outsides with butter.
  • Place on the hot pan for approximately 2-3 minutes, or until the under side is golden brown.
  • Flip the sandwich and repeat until both sides are crunchy, golden and the cheese is melting out of the sides. Serve immediately!