Lay out stips of bacon on a clean cutting board or other clean flat surface.
Lightly brush each strip of bacon with maple syrup making sure to coat the entire surface of the meat. Lightly sprinkle with black pepper.
Take a brussels sprouts and starting from the bottom, roll up each piece of bacon so that it evenly wraps the vegetable.
Lightly brush the tops of each wrapped brussels sprout with more maple syrup and sprinkle on additional pepper. Transfer the pieces to a baking sheet making sure to place each piece of rolled-up bacon with the seam side down.
Bake at 350˚F (180˚C) for 20-25 minutes or until bacon is done and thoroughly cooked.
Remove from baking tray and place on paper towels to remove excess bacon fat.