Preheat the oven to 325°F.
While the oven is preheating break up the cauliflower and place in a medium mixing bowl. Add the olive oil 1 teaspoon at a time, tossing to coat the cauliflower. Place the coated cauliflower in a 10 inch oblong Pyrex dish and place the dish in the oven.
Mash the roasted garlic into the milk. Add the salt and pepper while mashing. Place in the refrigerator until needed.
Let the cauliflower roast and toss it every 15 minutes. After 60 minutes add the garlic sauce and toss to coat well. Roast another 15 minutes and toss.
Top with the grated cheese and place in the oven. Cook until the cheese is melted and bubbly.
