In a medium-sized bowl, toss the halved brussels sprouts with the olive oil and a pinch of salt and pepper. Once coated in oil, spread the brussels sprouts into the air fryer pan evenly. Do not overlap.
Air fry for 10 minutes and flip the brussels sprouts over. Air fry for another 5-10 minutes until desired tenderness is reached.
While the brussels sprouts are cooking, make the glaze. Heat a frying pan over medium heat and add the bacon. Cook the bacon until crispy for about 3-5 minutes.
Remove the bacon from the pan, reserving 1 tbsp of the bacon grease. Add the shallots and cook for 2-3 minutes, then add the garlic until saute for another minute.
Pour in the balsamic vinegar, maple syrup, dijon, salt, and pepper. Stir continuously for about 2-3 minutes until the mixture has reduced and slightly thickened.
Pour air fried brussels sprouts and cooked bacon into the pan with the glaze. Toss until the brussels sprouts are completed coated in the glaze.
Remove the pan from the heat and pour into the desired serving dish.