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Adjust your toaster oven's cooking rack to the bottom position, select the BAKE setting, and preheat to 350°F.
Lightly oil a 5-inch cast iron skillet, set aside.
In a small bowl whisk together the flour, 1 tablespoon brown sugar, the baking powder, and salt until no clumps remain.
Whisk in the milk, vanilla, and oil until smooth. Stir in the mini chocolate chips.
Pour batter into the prepared skillet. Top with frozen berries and sprinkle remaining ½ teaspoon of brown sugar over the fruit.
Bake until the cake is lightly golden, browned around the edges, and the fruit is bubbly about 20 to 24 minutes.
Allow the cake to cool until you can safely touch the skillet. Then add your favorite toppings and dig in!