Preheat the oven to 350 degrees. In a mixing bowl, whisk the sugar, milk, oil, egg and vanilla together until smooth. In a separate bowl, combine the flour, baking powder and salt. Add the dry ingredients to the wet ingredients and mix until just incorporated.
In a small bowl, toss the strawberries in the 2 tablespoons of flour to coat them. Gently, fold the floured strawberries into the batter.
Pour the bread batter into a greased 9"x5" bread pan. Bake at 350 degrees for 50-55 minutes or until a toothpick comes out clean. Allow the bread to cool for 10 minutes, then remove the bread to a wire rack to finish cooling.
Whisk the powdered sugar, melted butter, heavy cream, diced strawberries and extract in a small bowl. Whisk until it's smooth.
Pour over strawberry bread once it's completely cooled. Slice and enjoy!