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Preheat your oven to 425°F.
Add the cauliflower pieces to a medium bowl with the olive oil and toss to coat.
Spread the cauliflower out onto a baking sheet and season with the salt and pepper.
Roast for 15-20 minutes, or until fork tender.
Remove the baking sheet from the oven and push all of the cauliflower into a pile in the center.
Cover the cauliflower with the cheddar cheese and bacon.
Return the cauliflower to the oven and bake for an additional 3-5 or until the cheese is melted.
Remove from the oven and top with sliced green onions or chives.
Serve with a side of Ranch dressing or sour cream, if desired.