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Brownies:
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Pre-heat oven to 350 degrees (F).
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Prepare three 8-inch round baking pans with cooking spray and parchment.
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In a large bowl, combine sugar and oil. Stir with a large wooden spoon until completely combined.
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Add eggs one at a time, stirring and incorporating each completely before adding another.
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Add vanilla, stir to combine.
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In a medium bowl, combine dry ingredients (flour, cocoa powder, salt and baking powder.) Whisk to combine.
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Add dry ingredients a little bit at a time, stirring until just absorbed each time. I added mine in 3 batches. Do not over-mix, just stir until dry ingredients are fully incorporated.
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Pour batter evenly into three prepared pans.
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Bake for 20-25 minutes, or until a toothpick comes out with wet crumbs.
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Cool completely, then remove from pans and set aside.
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Prepare filling.
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Cookie Dough Filling:
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In a large bowl (I used my stand mixer) beat butter and brown sugar until light and fluffy.
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Add confectioners' sugar, and beat to combine.
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Add flour and sugar, beat until combined.
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Add milk and vanilla, beat until light and fully.
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Ganache Frosting:
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In a medium glass bowl, heat heavy cream in the microwave until steaming hot but not boiling, about 45 seconds. (Microwaves vary, so just watch yours carefully.)
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Remove hot cream from microwave, and pour chocolate chips into the cream.
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Allow to sit for 30 seconds, then slowly stir with a rubber spatula until cream and chocolate fully combine, and chocolate melts completely.
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Stir in corn syrup and vanilla, and again stir until completely combined. Set aside while you assemble the cake.