A word of caution: this is not a pie that you can throw together at the last minute. This is a pie that needs to be refrigerated for at least 24 hours. Sometimes longer. I recommend making this with the chocolate animal cracker pie crust, but the shortbread crust is a good option, too.
Combine 1 1/2 cups sugar, 1/4 cup cornstarch, 1/2 teaspoon kosher salt, 3 cups whole milk, and 4 egg yolks in a medium saucepan. Whisk together. Whisk over medium heat until it just barely comes to a boil and starts to get thick. For me this takes about 15 minutes because I don’t want to curdle anything and I keep it over medium-low heat if we’re being honest. First you want it to coat the back of your spoon. This means that when you lift a spoon, you can wipe your finger in the sauce and leave your finger trail. Keep stirring until it’s thick like pudding.
Remove from heat. Add 6.5 ounces (1 bar) bittersweet baking chocolate, chopped roughly, and 1 tablespoon vanilla extract. Add a 1/2 teaspoon of cinnamon and a 1/4 teaspoon chili powder if you want it to have a bit more flair. Add 2 tablespoons unsalted butter. Stir until it’s all melted together. Pour into your pie crust. No need to bake it. Pour any excess into a pudding container of your choice.
Let your pie come to room temperature, then move it to your fridge to sit, uncovered, for at least 24 hours. 36 hours seems to be a sweet spot.
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