Slice acorn squash in half and scoop out of the middle. You can leave them in half or slice them into wedges. Drizzle with 1 tablespoon olive oil and sprinkle with a few pinches of salt and pepper. Roast flesh side down for 20 minutes, flip them over and roast them flesh side up for another 20-30 minutes or until fork-tender and golden brown. Remove from oven and set aside.
Cook the millet: Place ½ cup millet into a small saucepan. Turn the heat on low and toast it for a few minutes, until slightly fragrant, but not burned. Add 1 cup of water, a big pinch of salt and bring to a boil. Cover, reduce heat to low and let simmer for 15 minutes (check at the last 5 to make sure it's not burning to the bottom of the pan). Turn heat off and let it sit for another 10 minutes (still covered). Fluff with a fork and set aside.
In a large skillet, heat 1 tablespoon olive oil over medium heat. Add the chopped shallot, a pinch of salt. Let that begin to soften, then add the mushrooms, garlic, another pinch of salt and a grind of pepper. Cook until the mushrooms are soft, stirring occasionally.
Add the sherry vinegar, stir, then add the kale and chopped sage. Cook until the kale wilts down, then add the cooked millet, pecans, cranberries and chives. Taste and adjust seasoning. Scoop the filling onto the roasted squash and serve.
Optional: sprinkle with cheese and place under the broiler for a minute or two to melt it. We also enjoyed this with a drizzle of honey.
Another variation we tried and loved: feta cheese & tarragon, in place of the asiago and sage. (If you try tarragon, add it in near the end since it's a softer herb).
Recipe by Love and Lemons at https://www.loveandlemons.com/stuffed-acorn-squash/