Step 1: Prepare the Pan - Preheat your oven to 350°F (175°C). In your 9-inch round cake pan, pour the melted butter and sprinkle the brown sugar evenly over it.
Step 2: Arrange the Pineapple and Cherries - Place the pineapple rings on top of the brown sugar mixture, arranging them evenly. Place a Maraschino cherry in the center of each pineapple ring.
Step 3: Mix the Dry Ingredients - In a bowl, sift together the all-purpose flour, baking powder, and Kosher salt. Set aside.
Step 4: Cream the Butter and Sugar - In a large mixing bowl, cream together the softened butter and sugar until light and fluffy.
Step 5: Add the Eggs and Flavorings - Beat in the eggs, one at a time, then add in the pineapple juice, vanilla extract, and whole milk, mixing until combined.
Step 6: Combine the Mixtures - Gradually add the dry ingredients to the wet mixture, stirring gently until just combined.
Step 7: Pour the Batter - Gently pour the batter over the arranged pineapple and cherries in the cake pan.
Step 8: Bake - Bake in the preheated oven for 40-45 minutes or until a toothpick inserted in the center comes out clean.
Step 9: Cool and Flip - Let the cake cool in the pan for about 10 minutes, then carefully invert onto a serving plate.