Preheat oven to 350 degree.
Add bacon to a baking sheet and alternate the direction it's laying. Make sure none of it is touching or overlapping.
Once oven has heated, add the bacon to the middle rack and bake for 18 - 20 minutes.
Remove bacon when done and add it to a plate with a paper towel to soak up extra grease and cool.
Preheat oven to 400
Lightly wipe the baking sheet to remove some of the grease. Leave some behind for cooking.
Add the halved Brussel sprouts to the baking sheet and brush olive oil on both sides. Add sea salt and pepper to both sides.
Bake Brussel sprouts for 20 minutes. If they look like they need more time add another 5 minutes.
Crumble bacon and mix with Brussel Sprouts. Add additional salt and pepper as needed and then serve.