The wackiest, weirdest part of the cake—even more so than its split cake versus pie identity—is that it's filled with chunks of butternut squash that have been roasted with orange, olive oil, cardamom, and the teeniest amount of brown sugar and honey. Perforated by chunks of a vegetable that's flavored just as often with cayenne as it is with maple syrup, the cake tightropes between savory and sweet.
So it's neither a pie nor a cake. And it's neither a dessert nor...okay, it's a dessert. But there are vegetables in the ingredient list!
sticks chilled unsalted butter, cut into 1/2-inch cubes
large egg, lightly beaten
For the roasted squash filling:
peeled and cubed butternut squash (1/4- to 1/2-inch cubes)
brown sugar, divided
Zest and juice of 1/2 orange
chopped toasted hazelnuts
In This Recipe
In a food processor, pulse the flour with the sugar, baking powder, and salt. Add the 2 sticks butter and pulse until it forms pea-sized crumbs. Pour in the egg and pulse until the dough just comes together and forms large clumps.
Put a large piece of plastic wrap on your work surface. Remove about 1/3 of the dough from the food processor, place it on the plastic wrap, and use the wrap to flatten it into a disk. Flatten the remaining dough into a disk on another piece of plastic wrap. Wrap each piece well and refrigerator for at least 1 hour.
Now start on the squash. Preheat the oven to 425° F and line a rimmed baking sheet with parchment paper. In a large bowl, toss the squash with 1 tablespoon brown sugar and all of the ingredients except the hazelnuts. Make sure it is well coated in the oil, spices, and sweeteners. Bake for 20 to 25 minutes, stirring once or twice, until the squash is tender but not falling apart (it should be cooked to the point right before you'd want to eat it). Remove the squash from the oven and allow to cool.
Turn the oven temperature down to 350° F. Grease a 9-inch pie dish (a slightly deeper dish than usual is better, and I used a glass pie dish so that I could monitor the browning). On a lightly floured work surface, use a rolling pin to roll the larger disk until it's 1/4- to 1/8-inch thick. Now is time to transfer it to the pie plate. You won't be able to transfer the dough in one go (as it crumbles apart), so just remove thin pieces and press them into the pie plate until you've got the whole thing over. You'll want to use the pads of your fingers to make sure the dough is uniformly thick around the bottom and edges of the pan. Reserve any scraps.
Mix the hazelnuts into the cooled squash, then dump it into the prepared pie dish. Sprinkle the remaining 1 tablespoon of brown sugar evenly over the squash.
Roll out the other piece of dough (it can be slightly thicker than the first piece—I rolled to about 1/2-inch thickness). Pinch off small pieces of the this disk and scatter, along with the scraps from the bottom dough, all over the squash, creating shingle-like pieces. (You might have some extra dough—I shaped mine into cookies and baked them for about 15 minutes!)
Bake the cake until golden brown and bubbling in the center, about 1 hour 15 minutes. Transfer the cake to a rack and let cool completely before serving.
A (former) student of English, a lover of raisins, a user of comma splices. My spirit animal is an eggplant. I'm probably the person who picked all of the cookie dough out of the cookie dough ice cream. For that, I'm sorry.