Add the Oreos to a food processor and pulse until they are crumbs. Add the melted butter and mix it together until it resembles wet sand.: You'll notice a warm, chocolate aroma as the cookies break down, and the crumbs should shift like beach sand when stirred. This texture is important because it lets the melted butter coat each particle, helping the crust bind when pressed. A common mistake is overblending into dust, which can cause a dense crust, so pulse and check often. If the crumbs feel too dry after adding butter, pause and scrape the bowl, then add a teaspoon of melted butter at a time until the crumbs hold together when pressed.
Pour the cookie crumbs into a springform pan or pie plate. Press them into an even layer on the bottom and part way up the sides of the springform pan or up the sides of the pie plate.: When pressing, you should hear a faint compacting sound and feel the crust become firm under your fingers. Use the bottom of a measuring cup to press evenly and avoid thin spots, which can make slices fall apart. Pressing partway up the sides creates a rim that frames the filling and prevents it from sliding out. Avoid pressing too hard, which makes the crust too dense; aim for firm but slightly springy to the touch.
Place in the fridge to set for 10 minutes.: As the crust chills, the butter solidifies and locks the crumbs into shape, giving you a stable foundation. You should notice the surface go from slightly glossy to matte as it firms. A common error is skipping this rest, which can cause the crust to crumble during slicing. Ten minutes is usually sufficient, but if your kitchen is warm, give it a few extra minutes until it feels compact and cool to the touch.
In the meantime, start the filling by adding the heavy cream, cream cheese, peanut butter, powdered sugar and vanilla extract to a large mixing bowl or the bowl of your stand mixer. Beat on high speed using a hand mixer or stand mixer until smooth and fluffy, about 2 minutes.: As you whip, you will hear the mixer change pitch and see the mixture lighten in color, becoming pillowy and airy. This aeration is what gives the filling its light texture while still holding shape. If the cream cheese has cold lumps, stop and scrape the bowl, then continue to avoid a gritty filling. Overbeating can make the mixture too loose, so watch for a soft peak like texture as your cue to stop.
Spoon the cream cheese mixture into the chilled Oreo crust and use a spatula or the back of a spoon to smooth out the top and spread it to the edge. Place in the fridge to chill for at least 2 hours but up to overnight.: The filling should settle into the crust with a satiny sheen and slight resistance when smoothed. Chilling firms the filling so it slices cleanly and holds the ganache. A frequent slip up is not chilling long enough, which leads to a runny pie once the ganache is added. If you chill longer than 2 hours, cover lightly to prevent a skin from forming on the surface.
Once the filling has chilled, place the chocolate chips in a small mixing bowl. Warm the heavy cream in the microwave for 1 minute. The cream should be steaming but not boiling. Pour the hot cream over the chocolate chips and let stand for 5 minutes before whisking smooth. Let cool to room temperature to thicken slightly.: The steaming heavy cream will bloom the chopped chocolate, causing it to melt into a glossy mass. After the rest period, whisking transforms it into a velvety ganache that smells intensely of chocolate. If the cream was too cool, the chocolate will not melt evenly, and if it was boiling, the ganache can separate; aim for steaming as the ideal cue. Let the ganache cool until it thickens slightly or it will sink into the filling instead of sitting on top.
Spoon the chocolate ganache over the peanut butter filling. I like to leave an edge of the filling peeking out but you can cover the entire top of the pie.: When you pour the ganache, listen for a soft, spreading sound and watch it form a mirror like sheen over the filling. I like to leave an edge of the filling peeking out for visual contrast, but you can cover the entire top for a fully chocolate finish. If the ganache seems too runny, let it cool a bit more; too thin a ganache will drip down the sides and make the pie messy. Pour steadily and use a spatula to nudge it into an even layer if needed.
Cover the top of the ganache with as many peanut butter cups as you can fit and sprinkle with chocolate curls. Put the pie in the fridge for 5 minutes to harden up a little before slicing and serving.: The final garnish adds both visual drama and extra peanut butter flavor. The ganache should set to a slightly firm but glossy finish in those five minutes, giving clean slices when you cut. Avoid long waits at room temperature before serving because warm ganache can soften the filling. If you prefer, chill for a bit longer to ensure very clean slices, especially when serving to a crowd.