Arrange bacon slices on prepared baking sheet in a single layer so that no slices are touching.
Bake bacon for 15-20 minutes, turning pan halfway through cook time. Bacon should be browned and crisp when done. Transfer bacon to a paper towel lined plate to cool. Do not discard bacon grease or clean baking sheet; it will be used in the next step.
Preheat oven to 425 degrees F.
Add Brussels sprouts to baking sheet with the bacon grease. Drizzle with olive oil and season with salt and pepper to taste. Use a spatula to mix and coat Brussel sprouts evenly.
Bake Brussels sprouts for 20 minutes, tossing halfway through cook time.
Remove Brussels sprouts from oven. While pan is still warm, chop up cooled bacon and pour over cooked Brussels sprouts. Drizzle maple syrup on top, then toss to mix ingredients together.
Serve Brussels sprouts immediately.
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