01 -
Heat your oven to 375 degrees. Lightly grease a baking dish or line a sheet pan with parchment paper.
02 -
Place the chicken breasts between two sheets of plastic wrap and pound them to about 1/2 inch thickness. This helps them cook evenly and makes them easier to roll.
03 -
Lay one slice of pepper jack cheese on each flattened chicken breast. Roll each piece up tightly and secure with toothpicks so the cheese doesn't leak out during cooking.
04 -
In a small bowl, whisk together the blackberry preserves, balsamic vinegar, minced garlic, smoked paprika, salt, black pepper, and chili flakes if you're using them.
05 -
Heat the olive oil in an oven-safe skillet over medium-high heat. Sear the chicken rolls for 2 to 3 minutes per side until they're lightly golden brown. This develops great flavor and helps keep them moist.
06 -
Spoon about half of the blackberry glaze over the chicken rolls. Transfer the skillet to the oven and bake for 15 to 18 minutes, or until the chicken is fully cooked through.
07 -
Remove from the oven and let the chicken rest for a few minutes to keep all the juices inside. Drizzle the remaining glaze over the rolls and sprinkle with chopped fresh parsley before serving.