Preheat oven to 400 degrees F.
Prep brussel sprouts by trimming the bottom off. Depending on their size, cut them in to halves or quarters, and toss into a large bowl
Drizzle with the oil and maple syrup; stirring to coat them all
Place Brussels sprouts in a single layer in a baking dish.
Sprinkle with bacon; season with salt and black pepper.(Pro tip: Grab the bag of bacon crumbles from Costco to make your life easy!)
Roast in the preheated oven until bacon is crispy and Brussels sprouts are caramelized, 45 minutes, stirring halfway through.