Stuffed Chicken Breast with Squid and Kalamata Olives

Name: Stuffed Chicken Breast with Squid and Kalamata Olives
Yield: Yield: 15 servings
Cuisine: American
Ingredients: 1 bunch fresh basil, stems removed, washed thoroughly and chopped; Salt and pepper, to taste; Salt and pepper, to taste; 4-5 large boneless chicken breasts; Squid Filling; Extra-virgin olive oil, as needed; Baby arugula, as needed; 15 each red and yellow cherry or very small tomatoes; 15 each red and yellow cherry or very small tomatoes; 15 each red and yellow cherry or very small tomatoes; Sauce; Stuffed Chicken Breasts with Squid and Kalamata; Stuffed Chicken Breasts with Squid and Kalamata; Stuffed Chicken Breasts with Squid and Kalamata; Olives; 1 head of garlic; 1½ pounds squid with tentacles; 1 tablespoon red pepper flakes; 8 ounces grated parmesan cheese; 1 pound seasoned Italian breadcrumbs; 10 ounces Kalamata olives, pitted and drained; 3 ounces tomato paste; Remaining garlic cloves from the full head; 4 tablespoons extra-virgin olive oil; 1 bunch parsley, as needed; 8 ounces capers; 8 ounces chicken broth; 8 fresh plum tomatoes, roughly chopped; 2 tablespoon granulated sugar