Preheat oven to 350 degrees. Prepare a 9x5 loaf pan with a non-stick baking spray. PRO TIP: Line the bottom with parchment paper and spray the paper for easier removal.
Add the raisins and vanilla extract to a small bowl. Fill with boiling water with 1/2 inch of water over the top of the raisins. Soak the raisins for 15 minutes, then drain them and set them on a towel to dry.
In another small bowl, mix together the light brown sugar and cinnamon. Take a spoonful of the brown sugar mixture and stir it together with the raisins. Set aside. The rest of the sugar mixture will be used in the bread.
In a medium sized bowl, sift together the flour, baking powder, baking soda and salt. Set aside.
In a large bowl (or bowl of a standing mixer), beat together the sugar and butter until it’s light and fluffy.
Add in the egg and mix again, just until combined.
Slowly add in the flour mixture, alternating with the milk, and mix just until everything is combined, do not over mix.
Fold in the raisins.
Spread half of the batter along the bottom of the prepared loaf pan. Sprinkle half of the brown sugar mixture on top of the batter.
Spoon the remaining batter on top and spread to the edge. Sprinkle the remaining brown sugar mixture all over the top.
Bake for 60 minutes or until a toothpick comes out clean.
Cool for 10 minutes before moving the bread to a cooling rack. Cool for about an hour before icing and cutting.