Preheat oven to 325°F. Pulse 16 Oreos until fine. Mix with 4 tbsp melted butter. Press into 9-inch pie plate. Bake 15 minutes. Cool.
Melt 4 oz bittersweet chocolate, 3 tbsp butter, 3 tbsp oil, and 1.5 tbsp cocoa. Whisk 2/3 cup brown sugar, 2 eggs, 2 tsp vanilla, 1/4 tsp salt. Fold in chocolate mix and 3 tbsp flour.
Pour brownie batter over crust. Bake 15 minutes until edges set. Cool, then chill 1 hour.
Make topping: Toss 6 crushed Oreos, 2 tbsp powdered sugar, 1 tbsp cocoa, 1/8 tsp salt, 2 tbsp melted butter. Bake at 325°F for 10 minutes. Cool.
Make mousse: Melt 6 oz milk chocolate. Cool to 90-100°F. Whip 1 cup cold cream with 2 tbsp cocoa, 2 tbsp powdered sugar, pinch salt to soft peaks. Fold in chocolate.
Spread mousse over chilled brownie. Sprinkle topping. Refrigerate 3-4 hours or overnight before serving.