Preheat oven to 450F. Place an empty baking sheet in the oven to preheat.
Cut Brussels Sprouts lengthwise into halves and transfer to a bowl. Season with 1/4 cup of the olive oil along with kosher salt, black pepper, garlic powder, and honey. Mix until all the brussels sprouts are evenly coated.
Once the baking sheet is hot, carefully set it on a heatproof surface and drizzle about 1/4 cup of olive oil evenly across the baking sheet.
Carefully add the mixed brussels sprouts and place them flat side down on the tray.
Roast the brussels sprouts in the oven for 25-30 minutes until crispy, flipping occasionally over once about halfway through cooking.