Oven & Dish Preparation: Position a rack in the upper third of your oven and preheat to 400°F (200°C). Select a shallow ceramic baking dish that can comfortably hold the tomato halves.
Create the Savory Topping: In a small bowl, thoroughly combine the grated Parmesan, Italian seasoning, garlic powder, sea salt, and the optional pinch of red pepper flakes. Stir until the ingredients are evenly distributed.
Ready the Tomatoes: Arrange the tomato halves with their cut-side facing up inside the baking dish. Ensure there is a small amount of space between each piece to promote even cooking.
Season & Top: Drizzle the extra-virgin olive oil evenly over the exposed surfaces of the tomatoes. Generously sprinkle each half with the prepared Parmesan and herb mixture, then finish with a few twists of freshly cracked black pepper.
Initial Bake: Transfer the dish to the preheated oven. Bake for 20 minutes. The tomatoes are ready for the next step when they have visibly softened and are bubbling around the edges.
Golden Finish: Switch the oven function to a high broil. Carefully monitor the tomatoes for 3 to 5 minutes, or until the cheesy topping becomes a rich, golden-brown crust. Remove from the oven immediately to serve.