Preheat the oven to 375 F and lightly grease a large baking dish.
Carefully slice the tops of the pumpkins off and scoop out the insides. Lightly coat the inside with about 1 tbsp of avocado oil and season with salt and pepper.
Transfer to the preheated oven and bake for 45-50 minutes, or until the pumpkin is tender. The cook time will vary depending on the size! Remove from the oven.
While the pumpkins roast, set a large pan over medium heat. Add the ground turkey and season with salt, pepper, and half of the herbs. Crumble until browned and set aside.
Add 1 tbsp of oil to the pan set to medium-high heat. Add the brussels, leeks, celery, and the remainder of the seasonings. Saute for 5-6 minutes or until the leeks are soft, and the brussels are lightly crisp on the edges.
Reduce the heat and add the turkey, wild rice, dried cranberries, and red wine vinegar. Stir to combine and remove from the heat.
Carefully scoop the filling into the baked pumpkins and top with cheese (if using). Return to the oven and bake for 4-5 minutes, just enough to melt the cheese.
Serve the pumpkins topped with dried thyme!