Preheat the oven to 350°F (175°C). Grease a loaf pan with cooking oil and set aside. In a skillet over medium heat, heat the cooking oil. Add the diced onion and crushed garlic. Sauté until the onion is translucent and fragrant, about 2-3 minutes.
Add the diced butternut squash and diced smoked turkey sausage to the skillet with the sautéed onion and garlic. Cook until the vegetables are softened and the sausage is browned, about 5-7 minutes. Remove from heat and let cool slightly.
In a large mixing bowl, combine the ground pork, salt, egg, Japanese breadcrumbs (panko), a half sugar-free barbecue sauce, salt, pepper, dried oregano, and red pepper flakes. Mix well until all ingredients are evenly incorporated.
Add the cooked vegetable and sausage mixture to the pork mixture. Use your hands to mix everything together until well combined.
Transfer the meatloaf mixture to the prepared loaf pan, pressing it down evenly into the pan. Brush with the rest of the barbecue sauce.
Bake in the preheated oven for 50-60 minutes, or until the meatloaf is cooked through and the top is golden brown.
Remove the meatloaf from the oven and let it rest for a few minutes before slicing and serving. Serve the pork meatloaf with butternut squash slices and enjoy!