Preheat the oven to 400 degrees.
For the cabbage, remove any loose or damaged outer leaves. Trim only the bottom of the core so the cabbage stands flat and steady. Stand it upright and carefully, slice vertically into 6 equally thick steaks.
Arrange the cabbage steaks in a single layer on a parchment-lined baking sheet.
In a small bowl, combine the olive oil, Asiago cheese, garlic powder, Italian seasoning, paprika, Kosher salt, and black pepper. Mix well with a spoon.
With a small spoon, divide the olive oil cheese mixture in the center of each steak.
Use a brush to evenly spread out the mixture on each steak.
Drizzle more olive oil over the cabbage steaks, then spray or brush the sides with olive oil.
Roast for 40 minutes, rotating the pan halfway through, until the cabbage is deeply golden, caramelized on the edges, and tender in the center. Cooking time can vary depending on how thick your cabbage steaks are. The total cooking time could take up to 50 minutes.
Using a spatula, place each cabbage steak on a serving platter. If some of the tops of the cabbage steaks are dark, you can gently flip them and serve the bottom side up, so they're a little more golden. Either way, these are delicious, and you probably won’t have any leftovers!
Serve immediately.