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In a large mixing bowl, combine the calamari, cherry tomatoes, and kalamata olives. Drizzle with olive oil and toss.
Add bread crumbs, parsley, salt, and pepper. Toss everything gently until lightly coated.
Spread the mixture evenly on a parchment-lined baking sheet. Make sure not to overcrowd the tray.
Top with freshly grated garlic and a final drizzle of olive oil.
Bake at 400°F (200°C) for 20 minutes or until golden brown.