Lightly brush or spray a 9-inch pie pan with oil.

Place the cookies in the bowl of a food processor (do not scrape out the filling) and process until they become fine crumbs. If you don’t have a food processor, you can put the cookies in a large food storage bag and crush the cookies with a rolling pin. Remove and reserve about ¼ cup of cookie crumbs for topping the pie. Add 2 tablespoons oil to the remaining cookie crumbs, mix well, and press the mixture firmly into the prepared pan.

Pour the chocolate chips into a heat-proof bowl. Heat ¾ cup heavy cream in a small saucepan just until it starts to boil. Pour the cream over the chocolate chips, stir, and let sit for 5 minutes. Stir the mixture until it is smooth and glossy. Let cool. Stir in ¼ cup powdered sugar, the vanilla, and salt.

Whip 1 cup heavy cream until stiff peaks form. Add the chocolate mixture to the cream and whip until smooth. Pour into the pie crust, cover with plastic wrap, and refrigerate for 8-12 hours.

Whip the remaining 1 cup heavy cream with 1 tablespoon powdered sugar until stiff peaks form. Spread the cream over the pie, sprinkle on the reserved cookie crumbs, and serve or refrigerate until serving time. Can be made several hours ahead.