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Pumpkin Grilled Cheese

Caramelized Pumpkin Grilled Cheese

Prep Time 30 minutes
Cook Time 1 hour 15 minutes
Total Time 1 hour 45 minutes

Servings

4 Servings

Ingredients

  • ¼  cup extra virgin olive oil
  • 1 onion halved and thinly sliced
  • ¼  cup apple cider vinegar
  • ¼  cup maple syrup
  • 3- pound pie pumpkin or butternut squash, peeled, seeded, and cut into ½-inch cubes
  • ¼  cup extra virgin olive oil plus more for drizzling
  • ½ teaspoon crushed red pepper 
  • Kosher salt
  • 8 thick slices country or whole wheat bread or leftover challah
  • Several garlic cloves peeled but not cut
  • 1 heaping cup ricotta
  • Flake salt
  • ¼  cup chopped mint

Instructions

  • ONION JAM:
  • In a small saucepan, heat ¼ cup of evoo over medium heat. Add onions, stir, and cook for 15 minutes, until they begin to soften and darken.
  • Add vinegar and syrup; reduce for 15 to 30 minutes until it looks like jam and tastes tart-sweet. Place in a container to cool.
  • GRILLED CHEESE:
  • In a heavy pot or Dutch oven, add pumpkin/squash, ¼ cup of olive oil, crushed red pepper, and pinch of salt. With the lid on, cook over medium-high heat, stirring occasionally for 15 to 20 minutes, until pumpkin is tender. Adjust the heat if necessary so pumpkin doesn’t burn.
  • Add onion mixture to cooked pumpkin, stirring gently to preserve chunky pumpkin texture. Taste, and season with salt or more red pepper, if needed.
  • Drizzle bread slices with olive oil and toast on a griddle, pan, or under the broiler. Rub with garlic clove once toasted.
  • Spread a thick layer of ricotta on bread, then an equal amount of the pumpkin-onion mixture. Sprinkle with flake salt salt and a drizzle of evoo. Top with chopped mint. Serve immediately.
  • Store leftover pumpkin mixture, covered, in the refrigerator for up to 3 days, or freeze for 2 months.