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Adjust racks to top and middle positions and preheat oven to 425 degrees. Bring a medium pot of salted water to a boil. Wash and dry produce.
Cut broccoli into bite-size pieces if necessary.
Toss broccoli on a baking sheet with a drizzle of olive oil, salt, and pepper. Roast on top rack until browned and tender, 15-20 minutes. TIP: If you added any other items to your meal (apps, sides, and/or dessert), you can get started on them now!
Arrange bacon* in a single layer on a separate baking sheet. Roast on middle rack until crispy, 15-20 minutes. Once cool enough to handle, roughly chop.