1. Prepare the butternut squash and chicken: Start by heating 1 tablespoon of olive oil in a large, deep skillet or Dutch oven over medium-high heat. Add the cubed chicken to the hot skillet and cook until browned on all sides, about 5-7 minutes. The chicken doesn’t need to be cooked through at this stage, just nicely seared. Remove the chicken from the skillet and set aside.

2. Saute the aromatics and squash: In the same skillet, add the chopped onion and cook until softened, about 3-4 minutes. Stir in the minced garlic, cubed butternut squash, dried sage, dried thyme, and red pepper flakes (if using). Cook for another 5-7 minutes, stirring occasionally, until the squash begins to soften slightly and the herbs are fragrant.

3. Build the creamy pumpkin sauce: Pour in the pumpkin puree and chicken broth, stirring well to combine and scrape up any browned bits from the bottom of the skillet. Bring the mixture to a gentle simmer, then reduce the heat to medium-low, cover, and let it cook for 8-10 minutes, or until the butternut squash is tender when pierced with a fork.

4. Finish the chicken skillet: Return the browned chicken to the skillet. Stir in the heavy cream and 1/2 cup of grated Parmesan cheese. Continue to simmer gently for another 3-5 minutes, allowing the sauce to thicken slightly and the chicken to cook through. Season with salt and freshly ground black pepper to taste. Keep warm while you prepare the orzo.

5. Cook the kale orzo: While the chicken skillet is simmering, heat 1 tablespoon of olive oil in a separate medium saucepan over medium heat. Add the orzo and toast it for 1-2 minutes, stirring constantly, until lightly golden. Pour in the vegetable broth or water and bring to a boil. Reduce heat to low, cover, and simmer for 8-10 minutes, or until the orzo is tender and most of the liquid has been absorbed.

6. Incorporate the kale and serve: Stir the chopped kale into the cooked orzo until it wilts, which should only take about 1-2 minutes. Remove from heat and stir in the lemon juice. Taste and adjust seasoning as needed. Serve the creamy pumpkin chicken skillet immediately, alongside the kale orzo. Garnish with extra Parmesan cheese if desired.