Heat a large skillet over medium-low heat and add the bacon. Cook, stirring occasionally until the fat is rendered and the bacon is crispy, about 5 to 6 minutes. Remove the bacon with a slotted spoon and place it on a paper towel to remove any extra grease.
Add the brussels to the bacon grease still in the skillet and stir to coat. Cook until the sprouts begin to soften, about 5 minutes, then stir in the maple syrup. Cook for another 1 to 2 minutes, stirring, then season with the salt and the pepper. Add the bacon back into the skillet and add half of the cheese, stirring to combine.
Add the brussels to a plate or bowl and add the pear slices on top. Add a sprinkle of pepper if desired and crumble the remaining. blue cheese over top.