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In a small bowl, combine fennel, peppers, onion, olives, 1 tablespoon oil and parsley. Set aside.
Prepare grill for medium-high heat cooking. Brush calamari steaks with remaining 1 tablespoon oil and sprinkle with salt and pepper. Grill steaks, turning once, until just opaque in the center, about 2 minutes per side. Serve immediately, topped with salsa.