Make bacon to your desired doneness, stopping halfway to sprinkle brown sugar over it to make it candied. Remove from oven and cut into small pieces less than 1" in size.
Lay out phyllo sheets over a dry space and use a glazing brush to distribute butter between every three sheets. It doesn't have to be perfect.
Stack sheets and cut them into even squares to fit the muffin tin. You should get 6 squares.
Separate the squares into portions of 4 sheets each to equal 24 total cups that are 4 layers thick
Grease the muffin tin with oil or butter and place each square of 4-layers in each tin.
Add brie, next cranberries, and finally bacon bits
Bake in oven for 12-15 minutes or until the dough is crunchy and golden brown.