Preheat your oven to 400°F. Slice a little off the bottom of each squash so that it lays flat, then slice each squash in half from top to bottom.
Remove the seeds, then rub the inside of the squash halves with olive oil and sprinkle with salt and pepper.
Roast the squash with the cut sides down for 30 minutes, then flip them to have the cut side up and roast for an additional 15 minutes.
While the squash is roasting, heat a large Dutch oven over medium heat. Heat the cooking fat and add the diced vegetables, wild rice, salt, and pepper.
Toast and stir for 3 to 5 minutes, until the rice is fragrant and the vegetables have softened.
Add the garlic and herbs to the pan and cook, stirring, until fragrant – about 30 seconds.
Pour the broth over the rice mixture and stir. Bring to a boil, then cover and turn the heat down to low.
Simmer for 30 to 45 minutes, until the rice is tender.
Once the filling is entirely cooked, divide it between the roasted squash halves, mounding it up in the middle.
Garnish with fresh herbs, if desired. Serve hot.