Preheat the oven to 400 degrees. Brush a small half-baking sheet with 1 tablespoon of olive oil.
Place the Brussels sprout halves in a bowl, then top with Parmesan cheese, olive oil, minced garlic, Italian seasoning, crushed red pepper flakes, and sea salt & freshly cracked pepper, to taste. Toss to coat evenly.
Scoop a bit of Parmesan cheese (in the bottom of the bowl) onto the cut side of each Brussels sprout half, then place them cut-side down on the prepared baking sheet.
Bake for 20 minutes, turning the baking sheet halfway through baking, until golden brown and tender.
Use a thin spatula to remove each sprout from the baking sheet to preserve the Parmesan coating on the sprouts.