Preheat the oven to 425°F.
In a bowl, mix the mascarpone cheese and 1/2 cup of sugar until well combined. Stir in the brandy, 1/4 teaspoon of ginger, and vanilla extract until smooth. Fold in 1/4 cup of chocolate chips. Cover and refrigerate the mixture.
In a separate bowl, combine the pumpkin pie spice, remaining 2 tablespoons of sugar, and remaining 1/4 teaspoon of ginger. Mix well.
Lightly flour a work surface and unroll the pie crusts. Sprinkle the sugar and spice mixture evenly over the crusts and gently roll to help the mixture adhere.
Using a 2 1/2-inch biscuit or round cookie cutter, cut out 24 circles from the pie crusts. Discard the scraps.
Coat 24 mini muffin cups with cooking spray. Gently press the pie crust circles, sugar side up, into the prepared muffin cups. Pierce each crust once with a fork.
Bake the crusts for about 10 minutes or until golden brown. Remove from the oven.
Immediately sprinkle 1/4 teaspoon of chocolate chips into each baked crust, spreading them to cover the bottom. Allow the crusts to cool in the pan for 15 minutes before transferring them to a wire rack.
Once the cups are completely cool, refrigerate them for about 20 minutes or until the chocolate has set.
Spoon the chilled brandy mixture into the cooled cups, or use a pastry bag fitted with a star tip to pipe the mixture into the cups.
Sprinkle the remaining chocolate chips and additional pumpkin pie spice (if desired) over the filled cups.
Refrigerate the Black Bottom Brandy Bites, covered, until ready to serve.